JPH0571578B2 - - Google Patents

Info

Publication number: JPH0571578B2
Authority: JP; Japan
Prior art keywords: fluorine; acid; hydrogen peroxide; general formula; chloro
Prior art date: 1987-01-30
Legal status (The legal status 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 status listed.): Expired - Lifetime

Application number

JP1850887A

Other languages

English (en)

Japanese (ja)

Other versions

JPS63188651A (ja

Inventor

Yasunobu Nishimura

Toshikazu Kawai

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Central Glass Co Ltd

Original Assignee

Central Glass Co Ltd

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.)

1987-01-30

Filing date

1987-01-30

Publication date

1993-10-07

1987-01-30 Application filed by Central Glass Co Ltd filed Critical Central Glass Co Ltd

1987-01-30 Priority to JP1850887A priority Critical patent/JPS63188651A/ja

1988-01-13 Priority to US07/143,636 priority patent/US4876382A/en

1988-01-21 Priority to GB8801299A priority patent/GB2200632B/en

1988-01-27 Priority to DE3802372A priority patent/DE3802372A1/de

1988-01-29 Priority to FR8801083A priority patent/FR2611703A1/fr

1988-08-04 Publication of JPS63188651A publication Critical patent/JPS63188651A/ja

1993-10-07 Publication of JPH0571578B2 publication Critical patent/JPH0571578B2/ja

Status Granted legal-status Critical Current

Links

229910052731 fluorine Inorganic materials 0.000 claims description 20
239000011737 fluorine Substances 0.000 claims description 14
YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 13
RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 6
239000012965 benzophenone Substances 0.000 claims description 6
HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 claims description 6
230000001590 oxidative effect Effects 0.000 claims description 4
239000002904 solvent Substances 0.000 claims description 4
NYHHCJRPBREZHE-UHFFFAOYSA-N hydrogen peroxide;2,2,2-trifluoroacetic acid Chemical compound OO.OC(=O)C(F)(F)F NYHHCJRPBREZHE-UHFFFAOYSA-N 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 3
239000000126 substance Substances 0.000 claims description 2
DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 16
MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Substances OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 15
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
238000006243 chemical reaction Methods 0.000 description 9
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
150000001875 compounds Chemical class 0.000 description 6
XYPISWUKQGWYGX-UHFFFAOYSA-N 2,2,2-trifluoroethaneperoxoic acid Chemical compound OOC(=O)C(F)(F)F XYPISWUKQGWYGX-UHFFFAOYSA-N 0.000 description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
239000013078 crystal Substances 0.000 description 4
238000002844 melting Methods 0.000 description 4
230000008018 melting Effects 0.000 description 4
QAEDZJGFFMLHHQ-UHFFFAOYSA-N trifluoroacetic anhydride Chemical compound FC(F)(F)C(=O)OC(=O)C(F)(F)F QAEDZJGFFMLHHQ-UHFFFAOYSA-N 0.000 description 4
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
230000002378 acidificating effect Effects 0.000 description 3
239000007864 aqueous solution Substances 0.000 description 3
238000007254 oxidation reaction Methods 0.000 description 3
239000002994 raw material Substances 0.000 description 3
239000000243 solution Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
238000006220 Baeyer-Villiger oxidation reaction Methods 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 2
KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
239000002253 acid Substances 0.000 description 2
239000003905 agrochemical Substances 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
239000003814 drug Substances 0.000 description 2
230000007062 hydrolysis Effects 0.000 description 2
238000006460 hydrolysis reaction Methods 0.000 description 2
125000000896 monocarboxylic acid group Chemical group 0.000 description 2
150000004967 organic peroxy acids Chemical class 0.000 description 2
230000003647 oxidation Effects 0.000 description 2
FCJSHPDYVMKCHI-UHFFFAOYSA-N phenyl benzoate Chemical class C=1C=CC=CC=1C(=O)OC1=CC=CC=C1 FCJSHPDYVMKCHI-UHFFFAOYSA-N 0.000 description 2
229910000029 sodium carbonate Inorganic materials 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
HFHFGHLXUCOHLN-UHFFFAOYSA-N 2-fluorophenol Chemical compound OC1=CC=CC=C1F HFHFGHLXUCOHLN-UHFFFAOYSA-N 0.000 description 1
YNJSNEKCXVFDKW-UHFFFAOYSA-N 3-(5-amino-1h-indol-3-yl)-2-azaniumylpropanoate Chemical compound C1=C(N)C=C2C(CC(N)C(O)=O)=CNC2=C1 YNJSNEKCXVFDKW-UHFFFAOYSA-N 0.000 description 1
PKTSBFXIHLYGEY-UHFFFAOYSA-N 3-chloro-4-fluorobenzoic acid Chemical compound OC(=O)C1=CC=C(F)C(Cl)=C1 PKTSBFXIHLYGEY-UHFFFAOYSA-N 0.000 description 1
ZQXLIXHVJVAPLW-UHFFFAOYSA-N 3-chloro-4-fluorophenol Chemical compound OC1=CC=C(F)C(Cl)=C1 ZQXLIXHVJVAPLW-UHFFFAOYSA-N 0.000 description 1
NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 description 1
BBYDXOIZLAWGSL-UHFFFAOYSA-N 4-fluorobenzoic acid Chemical compound OC(=O)C1=CC=C(F)C=C1 BBYDXOIZLAWGSL-UHFFFAOYSA-N 0.000 description 1
RHMPLDJJXGPMEX-UHFFFAOYSA-N 4-fluorophenol Chemical compound OC1=CC=C(F)C=C1 RHMPLDJJXGPMEX-UHFFFAOYSA-N 0.000 description 1
239000005711 Benzoic acid Substances 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
-1 and 3 Chemical compound 0.000 description 1
235000010233 benzoic acid Nutrition 0.000 description 1
JJJYUJKMLDIINP-UHFFFAOYSA-N bis(3,4-difluorophenyl)methanone Chemical compound C1=C(F)C(F)=CC=C1C(=O)C1=CC=C(F)C(F)=C1 JJJYUJKMLDIINP-UHFFFAOYSA-N 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
229910000397 disodium phosphate Inorganic materials 0.000 description 1
235000019800 disodium phosphate Nutrition 0.000 description 1
229940079593 drug Drugs 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000004880 explosion Methods 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
239000011521 glass Substances 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
230000026030 halogenation Effects 0.000 description 1
238000005658 halogenation reaction Methods 0.000 description 1
230000020169 heat generation Effects 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
239000008204 material by function Substances 0.000 description 1
LULAYUGMBFYYEX-UHFFFAOYSA-N metachloroperbenzoic acid Natural products OC(=O)C1=CC=CC(Cl)=C1 LULAYUGMBFYYEX-UHFFFAOYSA-N 0.000 description 1
238000000034 method Methods 0.000 description 1
238000002156 mixing Methods 0.000 description 1
239000000203 mixture Substances 0.000 description 1
239000012454 non-polar solvent Substances 0.000 description 1
239000005416 organic matter Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
150000002978 peroxides Chemical group 0.000 description 1
238000000746 purification Methods 0.000 description 1
238000010992 reflux Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
239000007787 solid Substances 0.000 description 1

Landscapes

Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

JP1850887A 1987-01-30 1987-01-30 新規な含フツ素芳香族エステルおよびその製造法 Granted JPS63188651A (ja)

Priority Applications (5)

Application Number	Priority Date	Filing Date	Title
JP1850887A JPS63188651A (ja)	1987-01-30	1987-01-30	新規な含フツ素芳香族エステルおよびその製造法
US07/143,636 US4876382A (en)	1987-01-30	1988-01-13	Process for making fluorobenzoic acid fluorophenylesters
GB8801299A GB2200632B (en)	1987-01-30	1988-01-21	Novel fluorobenzophenones and fluorobenzoic acid fluorophenylesters
DE3802372A DE3802372A1 (de)	1987-01-30	1988-01-27	Neue fluorbenzophenone und fluorbenzoesaeurefluorphenylester sowie verfahren zu ihrer herstellung
FR8801083A FR2611703A1 (fr)	1987-01-30	1988-01-29	Nouvelles fluorobenzophenones et nouveaux fluorophenylesters de l'acide fluorobenzoique et procede pour leur preparation

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP1850887A JPS63188651A (ja)	1987-01-30	1987-01-30	新規な含フツ素芳香族エステルおよびその製造法

Publications (2)

Publication Number	Publication Date
JPS63188651A JPS63188651A (ja)	1988-08-04
JPH0571578B2 true JPH0571578B2 (fr)	1993-10-07

Family

ID=11973566

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP1850887A Granted JPS63188651A (ja)	1987-01-30	1987-01-30	新規な含フツ素芳香族エステルおよびその製造法

Country Status (1)

Country	Link
JP (1)	JPS63188651A (fr)

1987
- 1987-01-30 JP JP1850887A patent/JPS63188651A/ja active Granted

Also Published As

Publication number	Publication date
JPS63188651A (ja)	1988-08-04

Publication	Publication Date	Title
JPH0576934B2 (fr)	1993-10-25
JPH02221233A (ja)	1990-09-04	芳香核に結合するメチル基の臭素化方法
JPH0133456B2 (fr)	1989-07-13
JPH0571578B2 (fr)	1993-10-07
US4876382A (en)	1989-10-24	Process for making fluorobenzoic acid fluorophenylesters
CA1296363C (fr)	1992-02-25	Procede pour preparer du 2,2-bis-(4-hydroxy-3-nitrophenyl)- hexafluoropropane
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