MX172786B - Procedimiento para la preparacion de acido 4-(3,4-diclorofenil)-4-fenilbutanoico - Google Patents

Procedimiento para la preparacion de acido 4-(3,4-diclorofenil)-4-fenilbutanoico

Info

Publication number
MX172786B
MX172786B MX011861A MX1186188A MX172786B MX 172786 B MX172786 B MX 172786B MX 011861 A MX011861 A MX 011861A MX 1186188 A MX1186188 A MX 1186188A MX 172786 B MX172786 B MX 172786B
Authority
MX
Mexico
Prior art keywords
dichlorophenyl
dihydro
acid
furanone
converting
Prior art date
Application number
MX011861A
Other languages
English (en)
Other versions
MX11861A (es
Inventor
George Joseph Quallich
Michael Trevelyan Williams
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 MX11861A publication Critical patent/MX11861A/es
Publication of MX172786B publication Critical patent/MX172786B/es

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C61/00Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C61/15Saturated compounds containing halogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26Heterocyclic 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
    • C07D307/30Heterocyclic 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
    • C07D307/32Oxygen atoms
    • C07D307/33Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/45Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/46Friedel-Crafts reactions
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/56Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
    • C07C45/57Preparation 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
    • C07C45/59Preparation 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/687Unsaturated compounds containing a keto groups being part of a ring containing halogen
    • C07C49/697Unsaturated compounds containing a keto groups being part of a ring containing halogen containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/09Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/367Preparation 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/52Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
    • C07C57/58Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings

Landscapes

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

Abstract

La presente invención se refiere a un procedimiento para la preparación de ácido 4-(3,4-diclorofenil)-4-fenilbutanoico, que comprende las siguientes etapas: a) someter el ácido 4-(3,4-diclorofenil)-4-cetobutanoico a la acción selectiva de un agente reductor del carbonilo en un disolvente prótico polar o en un disolvente aprótico, a una temperatura de 0 a 100 grados C aproximadamente, hasta que la reacción de reducción para formar el ácido 4-(3,4-diclorofenil)-4-hidroxibutanoico intermedio deseado es prácticamente completa; b) convertir el hidroxiácido intermedio formado en la etapa (a) en 5-(3,4-diclorofenil)-dihidro-2(3H)-furanona y c) a continuación, hacer reaccionar el compuesto de gamma-butirolactona resultante formado en la etapa (b) con benceno en un exceso de dicho reactivo como disolvente o en un disolvente orgánico inerte a la reacción, en presencia de un catalizador del tipo Friedel-Crafts, a una temperatura de 0 a 100 grados aproximadamente, hasta que es prácticamente completa la alquilación del benceno por el compuesto de gamma-lactona antes mencionado para formar el ácido 4-(3,4-diclorofenil)-4-fenilbutanoico deseado.
MX011861A 1987-06-11 1988-06-10 Procedimiento para la preparacion de acido 4-(3,4-diclorofenil)-4-fenilbutanoico MX172786B (es)

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
MX11861A MX11861A (es) 1993-03-01
MX172786B true MX172786B (es) 1994-01-13

Family

ID=22030394

Family Applications (1)

Application Number Title Priority Date Filing Date
MX011861A MX172786B (es) 1987-06-11 1988-06-10 Procedimiento para la preparacion de acido 4-(3,4-diclorofenil)-4-fenilbutanoico

Country Status (29)

Country Link
US (1) US4777288A (es)
EP (1) EP0295050B1 (es)
JP (1) JPH0627098B2 (es)
KR (1) KR910000780B1 (es)
CN (2) CN1025328C (es)
AT (1) ATE62657T1 (es)
AU (1) AU586953B2 (es)
CA (1) CA1285574C (es)
CS (1) CS272238B2 (es)
DD (2) DD279013A5 (es)
DE (1) DE3862434D1 (es)
DK (1) DK175280B1 (es)
EG (1) EG18404A (es)
ES (1) ES2022621B3 (es)
FI (1) FI90657C (es)
GR (1) GR3001908T3 (es)
HU (2) HU213617B (es)
IE (1) IE61072B1 (es)
IL (1) IL86629A0 (es)
MX (1) MX172786B (es)
MY (2) MY103570A (es)
NO (1) NO167731C (es)
NZ (1) NZ224984A (es)
PH (1) PH25099A (es)
PL (2) PL153028B1 (es)
PT (1) PT87691B (es)
RU (2) RU1799377C (es)
YU (2) YU47120B (es)
ZA (1) ZA884161B (es)

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
DK0724552T3 (da) * 1993-11-30 1997-12-22 Pfizer Fremgangsmåde til fremstilling af chiralt tetralon
US6410794B1 (en) 1994-12-16 2002-06-25 Uop Llc Process for preparation of pharmaceutically desired chiral tetralone from tetralones
IL152330A0 (en) 1997-07-01 2003-05-29 Pfizer Sertraline salts and sustained-release dosage forms of sertraline
WO1999046233A1 (fr) * 1998-03-09 1999-09-16 Sumika Fine Chemicals Co., Ltd. Derives de l'alcool benzylique
IL132500A0 (en) 1998-10-29 2001-03-19 Pfizer Prod Inc Stereoselective microbial reduction of a racemic tetralone
IN187170B (es) 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
US4536518A (en) * 1979-11-01 1985-08-20 Pfizer Inc. Antidepressant derivatives of cis-4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine
US4556676A (en) * 1979-11-01 1985-12-03 Pfizer Inc. Antidepressant derivatives of trans-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
NO882566D0 (no) 1988-06-10
NZ224984A (en) 1990-04-26
IE61072B1 (en) 1994-09-21
HUT47070A (en) 1989-01-30
HU198670B (en) 1989-11-28
PT87691A (pt) 1988-07-01
KR890000393A (ko) 1989-03-14
DD287483A5 (de) 1991-02-28
EP0295050A1 (en) 1988-12-14
FI882779A0 (fi) 1988-06-10
IL86629A0 (en) 1988-11-30
RU1839670C (ru) 1993-12-30
EP0295050B1 (en) 1991-04-17
ATE62657T1 (de) 1991-05-15
JPH0627098B2 (ja) 1994-04-13
PT87691B (pt) 1992-09-30
PL153028B1 (en) 1991-02-28
DK319088D0 (da) 1988-06-10
DK175280B1 (da) 2004-08-09
PH25099A (en) 1991-02-19
DD279013A5 (de) 1990-05-23
CN1100086A (zh) 1995-03-15
MX11861A (es) 1993-03-01
MY107026A (en) 1995-08-30
DE3862434D1 (de) 1991-05-23
FI90657B (fi) 1993-11-30
AU586953B2 (en) 1989-07-27
IE881762L (en) 1988-12-11
ES2022621B3 (es) 1991-12-01
DK319088A (da) 1988-12-12
FI90657C (fi) 1994-03-10
CS397688A2 (en) 1990-03-14
FI882779A (fi) 1988-12-12
RU1799377C (ru) 1993-02-28
HU213617B (en) 1997-08-28
CN1042129C (zh) 1999-02-17
YU47120B (sh) 1994-12-28
PL272949A1 (en) 1989-07-10
NO167731B (no) 1991-08-26
YU60893A (sh) 1997-05-28
CN1025328C (zh) 1994-07-06
ZA884161B (en) 1990-02-28
YU49242B (sh) 2004-12-31
EG18404A (en) 1993-02-28
GR3001908T3 (en) 1992-11-23
JPS649953A (en) 1989-01-13
CS272238B2 (en) 1991-01-15
NO167731C (no) 1992-03-04
KR910000780B1 (ko) 1991-02-08
CA1285574C (en) 1991-07-02
PL156829B1 (pl) 1992-04-30
YU112788A (en) 1989-10-31
AU1761388A (en) 1988-12-15
CN1031837A (zh) 1989-03-22
PL278118A1 (en) 1989-08-21
US4777288A (en) 1988-10-11
MY103570A (en) 1993-08-28
NO882566L (no) 1988-12-12

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