CS397688A2 - Method of 4-(3,4-dichlorophenyl)-4-phenylbutanoic acid production - Google Patents
Method of 4-(3,4-dichlorophenyl)-4-phenylbutanoic acid productionInfo
- Publication number
- CS397688A2 CS397688A2 CS883976A CS397688A CS397688A2 CS 397688 A2 CS397688 A2 CS 397688A2 CS 883976 A CS883976 A CS 883976A CS 397688 A CS397688 A CS 397688A CS 397688 A2 CS397688 A2 CS 397688A2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- dichlorophenyl
- dihydro
- acid
- furanone
- converting
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- ZBLZQVJTLMFDCG-UHFFFAOYSA-N 4-(3,4-dichlorophenyl)-4-phenylbutanoic acid Chemical compound C=1C=C(Cl)C(Cl)=CC=1C(CCC(=O)O)C1=CC=CC=C1 ZBLZQVJTLMFDCG-UHFFFAOYSA-N 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- TXURVWVBXWPFRO-UHFFFAOYSA-N 4-(3,4-dichlorophenyl)-4-hydroxybutanoic acid Chemical compound OC(=O)CCC(O)C1=CC=C(Cl)C(Cl)=C1 TXURVWVBXWPFRO-UHFFFAOYSA-N 0.000 abstract 3
- HSAZYDYRKKZYSQ-UHFFFAOYSA-N 5-(3,4-dichlorophenyl)oxolan-2-one Chemical compound C1=C(Cl)C(Cl)=CC=C1C1OC(=O)CC1 HSAZYDYRKKZYSQ-UHFFFAOYSA-N 0.000 abstract 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- JGMBHJNMQVKDMW-UHFFFAOYSA-N 4-(3,4-dichlorophenyl)-3,4-dihydro-2h-naphthalen-1-one Chemical compound C1=C(Cl)C(Cl)=CC=C1C1C2=CC=CC=C2C(=O)CC1 JGMBHJNMQVKDMW-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- DPCXOOJTAKKWIC-UHFFFAOYSA-N 4-(3,4-dichlorophenyl)-4-oxobutanoic acid Chemical compound OC(=O)CCC(=O)C1=CC=C(Cl)C(Cl)=C1 DPCXOOJTAKKWIC-UHFFFAOYSA-N 0.000 abstract 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 abstract 1
- 239000000935 antidepressant agent Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000012467 final product Substances 0.000 abstract 1
- YEJRWHAVMIAJKC-UHFFFAOYSA-N gamma-butyrolactone Natural products O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 abstract 1
- -1 gamma-butyrolactone compound Chemical class 0.000 abstract 1
- 150000001261 hydroxy acids Chemical class 0.000 abstract 1
- VGKDLMBJGBXTGI-SJCJKPOMSA-N sertraline Chemical compound C1([C@@H]2CC[C@@H](C3=CC=CC=C32)NC)=CC=C(Cl)C(Cl)=C1 VGKDLMBJGBXTGI-SJCJKPOMSA-N 0.000 abstract 1
- 229960002073 sertraline Drugs 0.000 abstract 1
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)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS893142A CS272250B2 (en) | 1987-06-11 | 1989-05-25 | Method of 4-/3,4-dichlorophenyl/-3,4-dihydro-1/2h/-naphthalenone production |
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 |
|---|---|
| CS397688A2 true CS397688A2 (en) | 1990-03-14 |
| CS272238B2 CS272238B2 (en) | 1991-01-15 |
Family
ID=22030394
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS883976A CS272238B2 (en) | 1987-06-11 | 1988-06-08 | Method of 4-(3,4-dichlorophenyl)-4-phenylbutanoic acid production |
Country Status (29)
| Country | Link |
|---|---|
| US (1) | US4777288A (cs) |
| EP (1) | EP0295050B1 (cs) |
| JP (1) | JPH0627098B2 (cs) |
| KR (1) | KR910000780B1 (cs) |
| CN (2) | CN1025328C (cs) |
| AT (1) | ATE62657T1 (cs) |
| AU (1) | AU586953B2 (cs) |
| CA (1) | CA1285574C (cs) |
| CS (1) | CS272238B2 (cs) |
| DD (2) | DD279013A5 (cs) |
| DE (1) | DE3862434D1 (cs) |
| DK (1) | DK175280B1 (cs) |
| EG (1) | EG18404A (cs) |
| ES (1) | ES2022621B3 (cs) |
| FI (1) | FI90657C (cs) |
| GR (1) | GR3001908T3 (cs) |
| HU (2) | HU198670B (cs) |
| IE (1) | IE61072B1 (cs) |
| IL (1) | IL86629A0 (cs) |
| MX (1) | MX172786B (cs) |
| MY (2) | MY103570A (cs) |
| NO (1) | NO167731C (cs) |
| NZ (1) | NZ224984A (cs) |
| PH (1) | PH25099A (cs) |
| PL (2) | PL153028B1 (cs) |
| PT (1) | PT87691B (cs) |
| RU (2) | RU1799377C (cs) |
| YU (2) | YU47120B (cs) |
| ZA (1) | ZA884161B (cs) |
Families Citing this family (11)
| 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 (cs) | 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)
| 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 |
-
1987
- 1987-06-11 US US07/060,577 patent/US4777288A/en not_active Expired - Lifetime
-
1988
- 1988-06-06 IL IL86629A patent/IL86629A0/xx not_active IP Right Cessation
- 1988-06-06 MY MYPI88000602A patent/MY103570A/en unknown
- 1988-06-07 EP EP88305179A patent/EP0295050B1/en not_active Expired - Lifetime
- 1988-06-07 DE DE8888305179T patent/DE3862434D1/de not_active Expired - Lifetime
- 1988-06-07 AT AT88305179T patent/ATE62657T1/de not_active IP Right Cessation
- 1988-06-07 ES ES88305179T patent/ES2022621B3/es not_active Expired - Lifetime
- 1988-06-08 JP JP63141429A patent/JPH0627098B2/ja not_active Expired - Fee Related
- 1988-06-08 CS CS883976A patent/CS272238B2/cs not_active IP Right Cessation
- 1988-06-09 PT PT87691A patent/PT87691B/pt not_active IP Right Cessation
- 1988-06-09 PL PL1988272949A patent/PL153028B1/pl unknown
- 1988-06-09 CA CA000569010A patent/CA1285574C/en not_active Expired - Lifetime
- 1988-06-09 EG EG324/88A patent/EG18404A/xx active
- 1988-06-09 PL PL1988278118A patent/PL156829B1/pl unknown
- 1988-06-10 RU SU884355975A patent/RU1799377C/ru active
- 1988-06-10 HU HU883022A patent/HU198670B/hu not_active IP Right Cessation
- 1988-06-10 AU AU17613/88A patent/AU586953B2/en not_active Ceased
- 1988-06-10 YU YU112788A patent/YU47120B/sh unknown
- 1988-06-10 DK DK198803190A patent/DK175280B1/da not_active IP Right Cessation
- 1988-06-10 MX MX011861A patent/MX172786B/es unknown
- 1988-06-10 NZ NZ224984A patent/NZ224984A/en unknown
- 1988-06-10 FI FI882779A patent/FI90657C/fi active IP Right Grant
- 1988-06-10 IE IE176288A patent/IE61072B1/en not_active IP Right Cessation
- 1988-06-10 CN CN88103840A patent/CN1025328C/zh not_active Expired - Fee Related
- 1988-06-10 ZA ZA884161A patent/ZA884161B/xx unknown
- 1988-06-10 NO NO882566A patent/NO167731C/no not_active IP Right Cessation
- 1988-06-10 PH PH37054A patent/PH25099A/en unknown
- 1988-06-10 HU HU883018A patent/HU213617B/hu not_active IP Right Cessation
- 1988-06-10 DD DD88325879A patent/DD279013A5/de not_active IP Right Cessation
- 1988-06-10 KR KR1019880006962A patent/KR910000780B1/ko not_active Expired
- 1988-06-10 DD DD88316663A patent/DD287483A5/de not_active IP Right Cessation
-
1989
- 1989-03-20 RU SU894613675A patent/RU1839670C/ru active
-
1991
- 1991-05-03 GR GR91400585T patent/GR3001908T3/el unknown
-
1992
- 1992-09-21 MY MYPI92001685A patent/MY107026A/en unknown
-
1993
- 1993-09-22 YU YU60893A patent/YU49242B/sh unknown
- 1993-12-03 CN CN93120776A patent/CN1042129C/zh not_active Expired - Fee Related
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| IF00 | In force as of 2000-06-30 in czech republic | ||
| MM4A | Patent lapsed due to non-payment of fee |
Effective date: 20060608 |