PL156829B1 - Sposób wytwarzania 4-/3,4-dichlorofenylo/ -3,4-dihydro-1/2H/-naftalenonu PL PL PL PL PL PL PL - Google Patents

Sposób wytwarzania 4-/3,4-dichlorofenylo/ -3,4-dihydro-1/2H/-naftalenonu PL PL PL PL PL PL PL

Info

Publication number
PL156829B1
PL156829B1 PL1988278118A PL27811888A PL156829B1 PL 156829 B1 PL156829 B1 PL 156829B1 PL 1988278118 A PL1988278118 A PL 1988278118A PL 27811888 A PL27811888 A PL 27811888A PL 156829 B1 PL156829 B1 PL 156829B1
Authority
PL
Poland
Prior art keywords
dichlorophenyl
dihydro
acid
naphthalenone
furanone
Prior art date
Application number
PL1988278118A
Other languages
English (en)
Other versions
PL278118A1 (en
Original Assignee
Pfizer
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.)
Filing date
Publication date
Application filed by Pfizer filed Critical Pfizer
Publication of PL278118A1 publication Critical patent/PL278118A1/xx
Publication of PL156829B1 publication Critical patent/PL156829B1/pl

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C61/15—Saturated compounds containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/32—Oxygen atoms
    • C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
    • 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
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/46—Friedel-Crafts reactions
    • 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
    • C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
    • C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
    • C07C45/59—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in five-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/687—Unsaturated compounds containing a keto groups being part of a ring containing halogen
    • C07C49/697—Unsaturated compounds containing a keto groups being part of a ring containing halogen containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/367—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in singly bound form
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/52—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
    • C07C57/58—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Furan Compounds (AREA)
  • Catalysts (AREA)
  • Medicinal Preparation (AREA)

Description

RZECZPOSPOLITA POLSKA @ OPIS PATENTOWY® PL© 156829 © BI
0 (§) Numer zgłoszenia: 278118 @ IntCl5: C07C 49/697
Urząd Patentowy Rzeczypospolitej Polskiej (©) Data zgłoszenia: 09.06.1988 snmsu
Sposób wytwarzania 4-/3,4-dichlorofenylo/ -3,4-dihydrr-l/2H/-naftalenonu
(© Numer zgłoszenia, ©) Uprawniony z patentu:
z którego nastąpiło wydzielenie: Pfizer Inc, Nowy Jork, US
272949 (5) fełnomocniL:
Pierwszeństwo: PHZ ”Polservice”, Warszawa, PL
11.06.1987.US,60,577
®) Zgłoszeme ogloszono:
21.08.1989 BUP 17/89
0 utóekmu patentu ogłoszono:
30.04.1992 WUP 04/92
57) 1. Sposób wytwarzania 4-/3,4-dichlorofenylo/3,4-dihydro-l/2H/-naftalenonu, znamienny tym, że kwas 4-^3,4-dichlorofenylo/-4-hydroksybutanow-'y lub 5~/3,4-dichlorofenylo/-dihydro2/3H/-turanon poddaje się reakcji z benzenem w nadmiarze używając ten reagent jako rozpuszczalnik, albo w obojętnym wobec reakcji rozpuszczalniku organicznym, w obecności kwasu protycznego lub kwasu Lewisa jako katalizatora, w temperaturze od około -20°C do około 180°C.
PL 156829 BI
SPOSÓB WYTwARrZANIA 4-/3, A-DICHOOlCiENiYLO/3, 4-D/YfDRO-l/HH/ANAfAHAI/O’/NU

Claims (4)

1. Sposób wytworzenia 4-/3,4-dichltrtfenylt/3,4-dihydrt-l/2H/-naftalenonu, znamienny tym, że kras 4-/3,4-dihhtotofnyyto/-h-hy<trołybUutntoy lub 5-/3,4-dichlortfenylt/ddhhydro-233H-fuia3non poddaje się oetkcji z benzenem w nadmiarze użyootąc ten reagent jakt rozpuszczalnik, albo o obojętnym wobec reakcji rozpuszczalniku organicznym, w obecności kwasu protycznego lub kwi3u Lewisa Jako katalizatora, w temperaturze od około -20°I do około 180°I.
2. Sposób według zastrz.l, znamienny tym, że jako protyczny kwas będący katalizaoorem stosuje się kwas siarkowy, kwas trOfluoromeaanosuOooncwy, kwis Oluorowodory lub kwas metanosulfonowy.
3. Sposób według zastrz. 1, znamienny tym, że stosuje się wyjściowy hydr oksykwas lub -vui'^y^]^oa^ltowi w sosunnku moowym11 Ό eaagenaa benznnwjego i kwaśnego katalizatora wynoszącym odpowiednio od około 1,0 : 1,0 do około 1,0 : 20,0 i od około 1,0 : 0,1 do około 1,0 : 90,0.
/. Sposób według zastrz. 1, znamienny tym, że reakcję prowadzi się w temperaturze 15 - 145°I.
5. Sposób według zastrz. 1, znamienny tym, że reakcję prowadzi się z użyciem nadmiaru benzenu Jako rozpuszczalnika.
Przedmiotem wyralazku jest sposób wytwarzania /-/3,/-diihloooOrnylo/-3,4-dihydΓo-l/ /2H/ -naOtalenonu, który służy jako związek pośredni w produkcji środka przeciwdepresyjnego, znanego jako iis-/łS/(S/-/-metylot4-//,4/dicilloot'orylo/-l,2,3,4-tetrahyćdOtl-raftaleooaeioa /sertalina/.
PL1988278118A 1987-06-11 1988-06-09 Sposób wytwarzania 4-/3,4-dichlorofenylo/ -3,4-dihydro-1/2H/-naftalenonu PL PL PL PL PL PL PL PL156829B1 (pl)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US07/060,577 US4777288A (en) 1987-06-11 1987-06-11 Process for preparing a 4,4-diphenylbutanoic acid derivative

Publications (2)

Publication Number Publication Date
PL278118A1 PL278118A1 (en) 1989-08-21
PL156829B1 true PL156829B1 (pl) 1992-04-30

Family

ID=22030394

Family Applications (2)

Application Number Title Priority Date Filing Date
PL1988272949A PL153028B1 (en) 1987-06-11 1988-06-09 Method of obtaining 4-/3,4-dichlorofhenyl/-4-phenylbutene acid
PL1988278118A PL156829B1 (pl) 1987-06-11 1988-06-09 Sposób wytwarzania 4-/3,4-dichlorofenylo/ -3,4-dihydro-1/2H/-naftalenonu PL PL PL PL PL PL PL

Family Applications Before (1)

Application Number Title Priority Date Filing Date
PL1988272949A PL153028B1 (en) 1987-06-11 1988-06-09 Method of obtaining 4-/3,4-dichlorofhenyl/-4-phenylbutene acid

Country Status (29)

Country Link
US (1) US4777288A (pl)
EP (1) EP0295050B1 (pl)
JP (1) JPH0627098B2 (pl)
KR (1) KR910000780B1 (pl)
CN (2) CN1025328C (pl)
AT (1) ATE62657T1 (pl)
AU (1) AU586953B2 (pl)
CA (1) CA1285574C (pl)
CS (1) CS272238B2 (pl)
DD (2) DD279013A5 (pl)
DE (1) DE3862434D1 (pl)
DK (1) DK175280B1 (pl)
EG (1) EG18404A (pl)
ES (1) ES2022621B3 (pl)
FI (1) FI90657C (pl)
GR (1) GR3001908T3 (pl)
HU (2) HU198670B (pl)
IE (1) IE61072B1 (pl)
IL (1) IL86629A0 (pl)
MX (1) MX172786B (pl)
MY (2) MY103570A (pl)
NO (1) NO167731C (pl)
NZ (1) NZ224984A (pl)
PH (1) PH25099A (pl)
PL (2) PL153028B1 (pl)
PT (1) PT87691B (pl)
RU (2) RU1799377C (pl)
YU (2) YU47120B (pl)
ZA (1) ZA884161B (pl)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE145198T1 (de) * 1991-12-13 1996-11-15 Pfizer Verfahren zur herstellung eines keton enantiomers
US5196607A (en) * 1992-02-14 1993-03-23 Pfizer Inc. Process for preparing ketone enantiomer
US5466880A (en) * 1992-09-15 1995-11-14 Pfizer Inc. Process for preparing ketone enantiomer
DE69406553T2 (de) * 1993-11-30 1998-02-26 Pfizer Inc., New York, N.Y. Verfahren zur herstellung von chiralen tetralonen
US6410794B1 (en) 1994-12-16 2002-06-25 Uop Llc Process for preparation of pharmaceutically desired chiral tetralone from tetralones
HUP0002296A3 (en) 1997-07-01 2001-11-28 Pfizer Sertraline salts and sustained-release dosage forms of sertraline
WO1999046233A1 (en) * 1998-03-09 1999-09-16 Sumika Fine Chemicals Co., Ltd. Benzyl alcohol derivatives
IL132500A0 (en) 1998-10-29 2001-03-19 Pfizer Prod Inc Stereoselective microbial reduction of a racemic tetralone
IN187170B (pl) 2000-01-04 2002-02-23 Sun Pharmaceutical Ind Ltd
FR2817256B1 (fr) * 2000-11-27 2005-07-15 Univ Pasteur Derives de l'acides 4-hydroxybutanoique et de son homologue superieur comme ligands des recepteurs du gamma- hydroxybutyrate (ghb), compositions pharmaceutiques les contenant et utilisations pharmaceutiques
CN100413856C (zh) * 2006-09-06 2008-08-27 大连来克精化有限公司 一种威士忌内酯的制备方法

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3412146A (en) * 1965-08-13 1968-11-19 Geigy Chem Corp Process for preparation of diphenyl alkanoic acids
DE2112715A1 (de) * 1971-03-17 1972-10-05 Thomae Gmbh Dr K Neue 4-(4-Biphenylyl)-4-hydroxybuttersaeuren,ihre Salze,Ester und Lactone
US4556676A (en) * 1979-11-01 1985-12-03 Pfizer Inc. Antidepressant derivatives of trans-4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine
US4536518A (en) * 1979-11-01 1985-08-20 Pfizer Inc. Antidepressant derivatives of cis-4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine
FR2504127B1 (fr) * 1981-04-17 1985-07-19 Roussel Uclaf Nouveaux derives d'acides phenyl aliphatique carboxyliques, procede pour leur preparation et leur application comme medicaments
FR2521857B1 (fr) * 1982-02-23 1985-10-31 Solvay Compositions pharmaceutiques contenant de l'acide 3-hydroxybutanoique ou un sel derive de cet acide et sels derives de l'acide 3-hydroxybutanoique et d'une base organique azotee
US4543428A (en) * 1983-03-11 1985-09-24 Oregon Graduate Center For Study & Research Production of a hexahydronaphthalenone compound
DE3615157A1 (de) * 1986-05-05 1987-11-12 Schwabe Willmar Gmbh & Co 5-arylalkyl-4-alkoxy-2(5h)-furanone, zwischenprodukte und verfahren zu ihrer herstellung sowie ihre anwendung als therapeutische wirkstoffe
US4855500A (en) * 1988-05-04 1989-08-08 Pfizer Inc. Process for preparing a ketimine

Also Published As

Publication number Publication date
NO167731C (no) 1992-03-04
HU213617B (en) 1997-08-28
DD287483A5 (de) 1991-02-28
NO882566L (no) 1988-12-12
FI882779A7 (fi) 1988-12-12
MX11861A (es) 1993-03-01
PL153028B1 (en) 1991-02-28
CA1285574C (en) 1991-07-02
US4777288A (en) 1988-10-11
IE61072B1 (en) 1994-09-21
DE3862434D1 (de) 1991-05-23
PL272949A1 (en) 1989-07-10
EP0295050A1 (en) 1988-12-14
EG18404A (en) 1993-02-28
NZ224984A (en) 1990-04-26
JPS649953A (en) 1989-01-13
CS272238B2 (en) 1991-01-15
CN1025328C (zh) 1994-07-06
CN1031837A (zh) 1989-03-22
ATE62657T1 (de) 1991-05-15
CN1100086A (zh) 1995-03-15
ZA884161B (en) 1990-02-28
PT87691B (pt) 1992-09-30
NO882566D0 (no) 1988-06-10
PT87691A (pt) 1988-07-01
CN1042129C (zh) 1999-02-17
MY103570A (en) 1993-08-28
PH25099A (en) 1991-02-19
NO167731B (no) 1991-08-26
MY107026A (en) 1995-08-30
AU586953B2 (en) 1989-07-27
KR890000393A (ko) 1989-03-14
MX172786B (es) 1994-01-13
AU1761388A (en) 1988-12-15
YU112788A (en) 1989-10-31
FI882779A0 (fi) 1988-06-10
YU49242B (sh) 2004-12-31
DK319088A (da) 1988-12-12
DD279013A5 (de) 1990-05-23
FI90657B (fi) 1993-11-30
PL278118A1 (en) 1989-08-21
RU1799377C (ru) 1993-02-28
HUT47070A (en) 1989-01-30
IE881762L (en) 1988-12-11
IL86629A0 (en) 1988-11-30
EP0295050B1 (en) 1991-04-17
HU198670B (en) 1989-11-28
RU1839670C (ru) 1993-12-30
YU47120B (sh) 1994-12-28
FI90657C (fi) 1994-03-10
ES2022621B3 (es) 1991-12-01
GR3001908T3 (en) 1992-11-23
DK175280B1 (da) 2004-08-09
KR910000780B1 (ko) 1991-02-08
JPH0627098B2 (ja) 1994-04-13
DK319088D0 (da) 1988-06-10
CS397688A2 (en) 1990-03-14
YU60893A (sh) 1997-05-28

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