FR2827595A1 - Procede de racemisation d'un compose d'acide cyclopropanecarboxylique - Google Patents

Procede de racemisation d'un compose d'acide cyclopropanecarboxylique

Info

Publication number
FR2827595A1
FR2827595A1 FR0208952A FR0208952A FR2827595A1 FR 2827595 A1 FR2827595 A1 FR 2827595A1 FR 0208952 A FR0208952 A FR 0208952A FR 0208952 A FR0208952 A FR 0208952A FR 2827595 A1 FR2827595 A1 FR 2827595A1
Authority
FR
France
Prior art keywords
racemization
vinyl
pyrethrin
intermediates
useful
Prior art date
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.)
Granted
Application number
FR0208952A
Other languages
English (en)
Other versions
FR2827595B1 (fr
Inventor
Hiroshi Souda
Kazunori Iwakura
Fumisato Goto
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.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical 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.)
Filing date
Publication date
Application filed by Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Publication of FR2827595A1 publication Critical patent/FR2827595A1/fr
Application granted granted Critical
Publication of FR2827595B1 publication Critical patent/FR2827595B1/fr
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • 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
    • C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B55/00—Racemisation; Complete or partial inversion
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton

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)

Abstract

L'invention concerne un procédé de racémisation d'un composé d'acide cyclopropanecarboxylique vinyl-substitué optiquement actif de formule (1) : (CF DESSIN DANS BOPI) où R1 , R2 , R3 et R4 représentent chacun indépendamment un atome d'hydrogène, un atome d'halogène, un groupe alkyle ayant 1 à 4 atomes de carbone, qui peut être substitué, un groupe aryle qui peut être substitué ou un groupe alcoxycarbonyle qui peut être substitué, ou bien R1 et R2 sont liés pour former un groupe alkylène qui peut être substitué et X représente un groupe hydroxyle, un atome d'halogène, un groupe alcoxy ayant 1 à 20 atomes de carbone qui peut être substitué ou un groupe aryloxy qui peut être substitué, qui comprend la réaction dudit composé d'acide cyclopropanecarboxylique vinyl-substitué optiquement actif de formule (1) avec un composé nitrique ou un oxyde d'azote.
FR0208952A 2001-07-18 2002-07-16 Procede de racemisation d'un compose d'acide cyclopropanecarboxylique Expired - Fee Related FR2827595B1 (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2001217723 2001-07-18

Publications (2)

Publication Number Publication Date
FR2827595A1 true FR2827595A1 (fr) 2003-01-24
FR2827595B1 FR2827595B1 (fr) 2006-08-18

Family

ID=19051999

Family Applications (1)

Application Number Title Priority Date Filing Date
FR0208952A Expired - Fee Related FR2827595B1 (fr) 2001-07-18 2002-07-16 Procede de racemisation d'un compose d'acide cyclopropanecarboxylique

Country Status (7)

Country Link
US (1) US6750370B2 (fr)
KR (1) KR100863168B1 (fr)
CN (1) CN1231451C (fr)
DE (1) DE10232167A1 (fr)
FR (1) FR2827595B1 (fr)
GB (1) GB2378442B (fr)
HU (1) HUP0202335A3 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2434317C2 (ru) * 2006-05-05 2011-11-20 Астриум Лимитед Радиочастотные усилители мощности
CN101948364B (zh) * 2010-09-13 2013-03-13 东北师范大学 一种trans-乙烯基环丙烷向cis-乙烯基环丙烷转化的方法
CN102070439B (zh) * 2011-01-13 2013-01-02 浙江大学 (±)-2,2-二甲基-3-乙烯基环丙烷羧酸的制备方法
CN114539045B (zh) * 2020-11-18 2023-07-21 中国科学院大连化学物理研究所 一种反式左旋菊酸的消旋化方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0299760A1 (fr) * 1987-07-17 1989-01-18 Sumitomo Chemical Company, Limited Procédé pour la racémisation de l'acide chrysanthémique optiquement actif ou de ses dérivés
JPH0390082A (ja) * 1989-08-31 1991-04-16 Tanabe Seiyaku Co Ltd 光学活性キナゾリノン誘導体のラセミ化方法

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE366022B (fr) * 1969-03-24 1974-04-08 Sumitomo Chemical Co
JPS52144651A (en) * 1976-05-24 1977-12-02 Sumitomo Chem Co Ltd Racemization of optical active 2,2-dimethyl-3-(1-alkenyl)-cyclopropane-1-carboxylic acid
DE3235931A1 (de) * 1982-09-29 1984-03-29 Bayer Ag, 5090 Leverkusen Koeder zur bekaempfung von ungeziefer
DE3565397D1 (en) 1984-02-22 1988-11-10 Sumitomo Chemical Co Method for racemization of chrysanthemic acid or its ester
DE3578164D1 (de) 1984-06-15 1990-07-19 Sumitomo Chemical Co Verfahren zur razemisierung von chrysanthemumsaeure oder ihrer ester.
JPS61167647A (ja) 1985-01-19 1986-07-29 Sumitomo Chem Co Ltd 第一菊酸エステルのラセミ化方法
JPH0641441B2 (ja) 1985-06-27 1994-06-01 住友化学工業株式会社 ラセミトランス第一菊酸エステルの製造法
JPS62198643A (ja) 1986-02-27 1987-09-02 Sumitomo Chem Co Ltd ラセミ第一菊酸類の製造法
DE3762613D1 (de) 1986-09-04 1990-06-13 Sumitomo Chemical Co Verfahren zur razemisierung von optisch aktiver chrysanthemsaeure oder ihres esters.
JPS63183550A (ja) * 1987-01-23 1988-07-28 Nitto Chem Ind Co Ltd 光学活性α−アミノ酸アミドのラセミ化法
DE3705224A1 (de) * 1987-02-19 1988-09-01 Bayer Ag (+)1r-trans-2,2-dimethyl-3-(2,2-dichlorvinyl) -cyclopropancarbonsaeure-2,3,5,6- tetrafluorbenzylester
DE3867658D1 (de) 1987-03-09 1992-02-27 Sumitomo Chemical Co Verfahren zur racemisierung von optisch aktiver chrysanthemumsaeure oder ihren estern.
HU203513B (en) * 1987-04-28 1991-08-28 Sumitomo Chemical Co Process for racemizing and trans-isomerizing optically active chrisanthemic acid derivatives
JPS63270639A (ja) 1987-04-28 1988-11-08 Sumitomo Chem Co Ltd 菊酸ハライドのラセミ化法
JP2595682B2 (ja) 1988-09-08 1997-04-02 住友化学工業株式会社 光学活性菊酸無水物のラセミ化方法
JP2600354B2 (ja) 1988-12-21 1997-04-16 住友化学工業株式会社 ラセミ菊酸類の製造方法
JP2000302723A (ja) * 1999-04-22 2000-10-31 Sumitomo Chem Co Ltd ジハロビニル−シクロプロパンカルボン酸類のラセミ化方法
JP4048759B2 (ja) * 2001-11-13 2008-02-20 住友化学株式会社 トランス−ビニル置換シクロプロパンカルボン酸の製造方法

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0299760A1 (fr) * 1987-07-17 1989-01-18 Sumitomo Chemical Company, Limited Procédé pour la racémisation de l'acide chrysanthémique optiquement actif ou de ses dérivés
JPH0390082A (ja) * 1989-08-31 1991-04-16 Tanabe Seiyaku Co Ltd 光学活性キナゾリノン誘導体のラセミ化方法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Section Ch Week 199121, Derwent World Patents Index; Class B02, AN 1991-153811, XP002284049 *

Also Published As

Publication number Publication date
GB0215533D0 (en) 2002-08-14
US20030032839A1 (en) 2003-02-13
FR2827595B1 (fr) 2006-08-18
CN1231451C (zh) 2005-12-14
HUP0202335A2 (hu) 2003-03-28
GB2378442A (en) 2003-02-12
HU0202335D0 (fr) 2002-09-28
US6750370B2 (en) 2004-06-15
KR100863168B1 (ko) 2008-10-13
CN1397542A (zh) 2003-02-19
HUP0202335A3 (en) 2004-03-01
KR20030009153A (ko) 2003-01-29
DE10232167A1 (de) 2003-01-30
GB2378442B (en) 2004-09-22

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Effective date: 20140331