NO783947L - Fremgangsmaate for fremstilling av fenylbutenoner - Google Patents

Fremgangsmaate for fremstilling av fenylbutenoner

Info

Publication number: NO783947L
Authority: NO; Norway
Prior art keywords: formula; carbon atoms; compound; stands; residue
Prior art date: 1977-12-01

Application number

NO783947A

Other languages

English (en)

Norwegian (no)

Inventor

Ruediger Jeck

Original Assignee

Sandoz Ag

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1977-12-01

Filing date

1978-11-23

Publication date

1979-06-05

1978-11-23 Application filed by Sandoz Ag filed Critical Sandoz Ag

1979-06-05 Publication of NO783947L publication Critical patent/NO783947L/no

Links

238000000034 method Methods 0.000 title claims description 8
238000002360 preparation method Methods 0.000 title claims description 5
150000001875 compounds Chemical class 0.000 claims description 41
125000004432 carbon atom Chemical group C* 0.000 claims description 17
125000000217 alkyl group Chemical group 0.000 claims description 16
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 10
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 10
229910052794 bromium Chemical group 0.000 claims description 10
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 9
239000001257 hydrogen Substances 0.000 claims description 9
229910052739 hydrogen Inorganic materials 0.000 claims description 9
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 8
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 8
239000000460 chlorine Chemical group 0.000 claims description 8
229910052801 chlorine Inorganic materials 0.000 claims description 8
229910052731 fluorine Inorganic materials 0.000 claims description 8
239000011737 fluorine Chemical group 0.000 claims description 8
150000002900 organolithium compounds Chemical class 0.000 claims description 6
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
239000000203 mixture Substances 0.000 claims description 5
125000003545 alkoxy group Chemical group 0.000 claims description 4
125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 claims description 4
150000002431 hydrogen Chemical group 0.000 claims description 4
239000007795 chemical reaction product Substances 0.000 claims description 3
230000008030 elimination Effects 0.000 claims description 3
238000003379 elimination reaction Methods 0.000 claims description 3
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
125000001246 bromo group Chemical group Br* 0.000 claims 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
229910052740 iodine Inorganic materials 0.000 claims 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 6
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
238000002844 melting Methods 0.000 description 5
230000008018 melting Effects 0.000 description 5
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
239000002244 precipitate Substances 0.000 description 4
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
PTUXNCQDACBMKP-UHFFFAOYSA-N 1-phenylbut-3-en-2-one Chemical class C=CC(=O)CC1=CC=CC=C1 PTUXNCQDACBMKP-UHFFFAOYSA-N 0.000 description 2
229960000583 acetic acid Drugs 0.000 description 2
239000002253 acid Substances 0.000 description 2
238000009835 boiling Methods 0.000 description 2
PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
-1 hexane Chemical class 0.000 description 2
238000011065 in-situ storage Methods 0.000 description 2
238000002955 isolation Methods 0.000 description 2
ZCSHNCUQKCANBX-UHFFFAOYSA-N lithium diisopropylamide Chemical compound [Li+].CC(C)[N-]C(C)C ZCSHNCUQKCANBX-UHFFFAOYSA-N 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
QCZZSANNLWPGEA-UHFFFAOYSA-N 1-(4-phenylphenyl)ethanone Chemical group C1=CC(C(=O)C)=CC=C1C1=CC=CC=C1 QCZZSANNLWPGEA-UHFFFAOYSA-N 0.000 description 1
XUFAVMYHARCULL-UHFFFAOYSA-N 4-(2-phenylphenyl)hept-3-en-2-one Chemical compound CCCC(=CC(C)=O)C1=CC=CC=C1C1=CC=CC=C1 XUFAVMYHARCULL-UHFFFAOYSA-N 0.000 description 1
IFRSZRWQOKRNHV-UHFFFAOYSA-N 4-(2-phenylphenyl)hex-3-en-2-one Chemical compound CC(=O)C=C(CC)C1=CC=CC=C1C1=CC=CC=C1 IFRSZRWQOKRNHV-UHFFFAOYSA-N 0.000 description 1
ZTIPSXWEFSHTSD-UHFFFAOYSA-N 4-(2-phenylphenyl)pent-3-en-2-one Chemical compound CC(=O)C=C(C)C1=CC=CC=C1C1=CC=CC=C1 ZTIPSXWEFSHTSD-UHFFFAOYSA-N 0.000 description 1
VPVGSKZMZKFIDJ-UHFFFAOYSA-N 4-(3-chloro-4-cyclohexylphenyl)pent-3-en-2-one Chemical compound ClC1=CC(C(C)=CC(=O)C)=CC=C1C1CCCCC1 VPVGSKZMZKFIDJ-UHFFFAOYSA-N 0.000 description 1
YRYKZNDFPKATAA-UHFFFAOYSA-N 4-(4-bromophenyl)pent-3-en-2-one Chemical compound CC(=O)C=C(C)C1=CC=C(Br)C=C1 YRYKZNDFPKATAA-UHFFFAOYSA-N 0.000 description 1
SJOJOQISYXPHEL-UHFFFAOYSA-N 4-(4-cyclohexylphenyl)pent-3-en-2-one Chemical compound C1=CC(C(C)=CC(=O)C)=CC=C1C1CCCCC1 SJOJOQISYXPHEL-UHFFFAOYSA-N 0.000 description 1
QOLJWOZZUQDBFH-UHFFFAOYSA-N 4-(4-morpholin-4-ylphenyl)pent-3-en-2-one Chemical compound C1=CC(C(C)=CC(=O)C)=CC=C1N1CCOCC1 QOLJWOZZUQDBFH-UHFFFAOYSA-N 0.000 description 1
PAZHPVXENJKINS-UHFFFAOYSA-N 4-[4-(2-methylpropyl)phenyl]pent-3-en-2-one Chemical compound CC(C)CC1=CC=C(C(C)=CC(C)=O)C=C1 PAZHPVXENJKINS-UHFFFAOYSA-N 0.000 description 1
RRXSDGLPRXJLGH-UHFFFAOYSA-N 4-hydroxy-4-(2-phenylphenyl)pentan-2-one Chemical compound CC(=O)CC(C)(O)C1=CC=CC=C1C1=CC=CC=C1 RRXSDGLPRXJLGH-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
ZVQOOHYFBIDMTQ-UHFFFAOYSA-N [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide Chemical compound N#CN=S(C)(=O)C(C)C1=CC=C(C(F)(F)F)N=C1 ZVQOOHYFBIDMTQ-UHFFFAOYSA-N 0.000 description 1
229940121363 anti-inflammatory agent Drugs 0.000 description 1
239000002260 anti-inflammatory agent Substances 0.000 description 1
239000003125 aqueous solvent Substances 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
229940092714 benzenesulfonic acid Drugs 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
150000004292 cyclic ethers Chemical class 0.000 description 1
239000012362 glacial acetic acid Substances 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
229960000443 hydrochloric acid Drugs 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
230000003301 hydrolyzing effect Effects 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
DWNRISLZVCBTRN-UHFFFAOYSA-N lithium;piperidin-1-ide Chemical compound [Li]N1CCCCC1 DWNRISLZVCBTRN-UHFFFAOYSA-N 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
DVSDBMFJEQPWNO-UHFFFAOYSA-N methyllithium Chemical compound C[Li] DVSDBMFJEQPWNO-UHFFFAOYSA-N 0.000 description 1
VMRJRAGKPXMWOZ-UHFFFAOYSA-N n-cyclohexylpropan-2-imine Chemical compound CC(C)=NC1CCCCC1 VMRJRAGKPXMWOZ-UHFFFAOYSA-N 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
229940116315 oxalic acid Drugs 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
229940032330 sulfuric acid Drugs 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/10—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
- C07D295/112—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/516—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of nitrogen-containing compounds to >C = O groups
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/65—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
- C07C45/66—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups by dehydration
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/213—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing six-membered aromatic rings
- C07C49/217—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing six-membered aromatic rings having unsaturation outside the aromatic rings
- C07C49/223—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing six-membered aromatic rings having unsaturation outside the aromatic rings polycyclic
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/225—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing six-membered aromatic rings and other rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/227—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen
- C07C49/233—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
- C07C49/235—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings having unsaturation outside the aromatic rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/24—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing hydroxy groups
- C07C49/252—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing hydroxy groups containing six-membered aromatic rings and other rings

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

NO783947A 1977-12-01 1978-11-23 Fremgangsmaate for fremstilling av fenylbutenoner NO783947L (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH1470377		1977-12-01

Publications (1)

Publication Number	Publication Date
NO783947L true NO783947L (no)	1979-06-05

Family

ID=4403147

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO783947A NO783947L (no)	1977-12-01	1978-11-23	Fremgangsmaate for fremstilling av fenylbutenoner

Country Status (17)

Country	Link
US (1)	US4228105A (de)
JP (1)	JPS5488233A (de)
AU (1)	AU4213978A (de)
BE (1)	BE872383A (de)
DD (1)	DD140035A5 (de)
DE (1)	DE2850330A1 (de)
DK (1)	DK521578A (de)
FI (1)	FI783562A7 (de)
FR (1)	FR2415091A1 (de)
GB (1)	GB2010252A (de)
IL (1)	IL56071A0 (de)
IT (1)	IT7852005A0 (de)
NL (1)	NL7811561A (de)
NO (1)	NO783947L (de)
PT (1)	PT68853A (de)
SE (1)	SE7812036L (de)
ZA (1)	ZA786758B (de)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4335124A (en) *	1973-08-20	1982-06-15	Sandoz, Inc.	1-Alkyl, 1-phenyl-butenes
US4649157A (en) *	1986-03-28	1987-03-10	G. D. Searle & Co.	Pharmaceutical compositions containing 5-phenyl-1,3-dioxoalkenyl compounds
DE3632530A1 (de) *	1986-09-25	1988-04-07	Basf Ag	Verfahren zur herstellung von alpha-beta-ungesaettigten ketonen

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BE790085A (fr) *	1971-10-15	1973-04-13	Thomae Gmbh Dr K	Nouveaux 4-(4-biphenylyl)-butanols
DE2240438A1 (de) *	1972-08-17	1974-02-28	Thomae Gmbh Dr K	Neue 2-(4-biphenylyl)-tetrahydrofurane und verfahren zu ihrer herstellung
DE2240440A1 (de) *	1972-08-17	1974-02-28	Thomae Gmbh Dr K	Neue (4-biphenylyl)-alkohole und verfahren zu ihrer herstellung
CH609670A5 (de) *	1973-08-20	1979-03-15	Sandoz Ag

1978
- 1978-11-20 DE DE19782850330 patent/DE2850330A1/de not_active Withdrawn
- 1978-11-22 FI FI783562A patent/FI783562A7/fi unknown
- 1978-11-22 DK DK521578A patent/DK521578A/da unknown
- 1978-11-22 IT IT7852005A patent/IT7852005A0/it unknown
- 1978-11-22 SE SE7812036A patent/SE7812036L/xx unknown
- 1978-11-23 NO NO783947A patent/NO783947L/no unknown
- 1978-11-24 NL NL7811561A patent/NL7811561A/xx not_active Application Discontinuation
- 1978-11-27 GB GB7846141A patent/GB2010252A/en not_active Withdrawn
- 1978-11-27 US US05/964,046 patent/US4228105A/en not_active Expired - Lifetime
- 1978-11-28 FR FR7833518A patent/FR2415091A1/fr not_active Withdrawn
- 1978-11-29 IL IL56071A patent/IL56071A0/xx unknown
- 1978-11-29 DD DD78209392A patent/DD140035A5/de unknown
- 1978-11-29 BE BE192027A patent/BE872383A/xx unknown
- 1978-11-30 JP JP14859078A patent/JPS5488233A/ja active Pending
- 1978-11-30 PT PT68853A patent/PT68853A/pt unknown
- 1978-12-01 AU AU42139/78A patent/AU4213978A/en active Pending
- 1978-12-01 ZA ZA786758A patent/ZA786758B/xx unknown

Also Published As

Publication number	Publication date
JPS5488233A (en)	1979-07-13
IL56071A0 (en)	1979-01-31
FR2415091A1 (fr)	1979-08-17
BE872383A (fr)	1979-05-29
AU4213978A (en)	1979-06-07
DD140035A5 (de)	1980-02-06
PT68853A (en)	1978-12-01
GB2010252A (en)	1979-06-27
DE2850330A1 (de)	1979-06-07
SE7812036L (sv)	1979-06-02
IT7852005A0 (it)	1978-11-22
ZA786758B (en)	1980-08-27
FI783562A7 (fi)	1979-06-02
NL7811561A (nl)	1979-06-06
DK521578A (da)	1979-06-02
US4228105A (en)	1980-10-14

Publication	Publication Date	Title
SU867298A3 (ru)	1981-09-23	Способ получени производных пиперидина или их солей
CA2562216C (en)	2010-02-23	Process for producing a trifluoro-3-buten-2-one compound
NO142258B (no)	1980-04-14	Fremgangsmaate for fremstilling av alfa-aryl-propionsyrer
Newman et al.	1950	A new synthesis of α-alkoxy ketones1
JPH04225936A (ja)	1992-08-14	１，３−ジケトンの製造方法
US2557802A (en)	1951-06-19	Organosilyl alkyl amines and their hydrochlorides
NO783947L (no)	1979-06-05	Fremgangsmaate for fremstilling av fenylbutenoner
US5185468A (en)	1993-02-09	Process for producing β-carotene, and intermediate compounds useful for the process
US4937308A (en)	1990-06-26	Preparation of alkyl O,O-dialkyl-γ-phosphonotiglates
CN107428648A (zh)	2017-12-01	用于制备可用于合成美托咪定的诸如3‑芳基丁醛的化合物的方法
US3441605A (en)	1969-04-29	Diketo-dicarboxylic acids and salts and preparation thereof by alkaline oxidation
DK161885B (da)	1991-08-26	Fremgangsmaade til fremstilling af antiinflammatoriske cykloalkylidenmethylphenyleddikesyrederivater
US4317920A (en)	1982-03-02	Arylacetic acid derivatives
US2713051A (en)	1955-07-12	Alpha-phenyl-upsilon-(2-pyridyl)-butyric acids
US4386035A (en)	1983-05-31	Intermediates for preparation of 3-bromo-4-fluoro-benzyl alcohol
US2872458A (en)	1959-02-03	Addition product of a metal hydrocarbon mercaptide with an alpha-halogamma-butyrolactone
JPH04225935A (ja)	1992-08-14	線状１，３−ジケトンの製造方法
NO145434B (no)	1981-12-14	5-cykloheksyl-1-indanol for anvendelse som utgangsmateriale ved fremstilling av 5-cykloheksylindanforbindelser
US2728778A (en)	1955-12-27	Preparation of 5-benzyloxyindoleacetonitriles
USRE31260E (en)	1983-05-31	Process for the preparation of an acetonitrile derivative
US2832770A (en)	1958-04-29	Preparation of alpha-bromo and alpha-
IE43363B1 (en)	1981-02-11	Cyclopropane derivatives
US4155929A (en)	1979-05-22	Process for the preparation of an acetonitrile derivative
US3969391A (en)	1976-07-13	Preparation of prostaglandin precursors
US2654760A (en)	1953-10-06	Preparation of 4-methyl-5-(beta-hydroxyethyl)-thiazole