FR2383147A2 - Racemisation of cyclopropane carboxylic ester(s) - with alpha cyano 3-phenoxy benzyl alcohol(s), by treatment with an amine - Google Patents

Racemisation of cyclopropane carboxylic ester(s) - with alpha cyano 3-phenoxy benzyl alcohol(s), by treatment with an amine

Info

Publication number
FR2383147A2
FR2383147A2 FR7706942A FR7706942A FR2383147A2 FR 2383147 A2 FR2383147 A2 FR 2383147A2 FR 7706942 A FR7706942 A FR 7706942A FR 7706942 A FR7706942 A FR 7706942A FR 2383147 A2 FR2383147 A2 FR 2383147A2
Authority
FR
France
Prior art keywords
amine
racemisation
treatment
benzyl alcohol
carboxylic ester
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
FR7706942A
Other languages
French (fr)
Other versions
FR2383147B2 (en
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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf SA
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 Roussel Uclaf SA filed Critical Roussel Uclaf SA
Priority to FR7706942A priority Critical patent/FR2383147A2/en
Publication of FR2383147A2 publication Critical patent/FR2383147A2/en
Application granted granted Critical
Publication of FR2383147B2 publication Critical patent/FR2383147B2/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/53—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and hydroxy groups bound to the carbon skeleton

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Esters of a chiral aid (I) with an (R), (S), or a non-equimolar mixture of (R) and (S), alcohol of formula (II) are converted to esters of (I) with racemic, (R,S) alcohol (II) by the action of a primary amine, quaternary ammonium or high molecular weight amine, in a solvent in which the starting materials and the product are soluble, and isolating the ester of the racemic alcohol (R,S) (II). The Parent Patent covers the same process but in which the catalyst for the racemisation is ammonia, a sec. or tert. amine or strong base.
FR7706942A 1977-03-09 1977-03-09 Racemisation of cyclopropane carboxylic ester(s) - with alpha cyano 3-phenoxy benzyl alcohol(s), by treatment with an amine Granted FR2383147A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7706942A FR2383147A2 (en) 1977-03-09 1977-03-09 Racemisation of cyclopropane carboxylic ester(s) - with alpha cyano 3-phenoxy benzyl alcohol(s), by treatment with an amine

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7706942A FR2383147A2 (en) 1977-03-09 1977-03-09 Racemisation of cyclopropane carboxylic ester(s) - with alpha cyano 3-phenoxy benzyl alcohol(s), by treatment with an amine

Publications (2)

Publication Number Publication Date
FR2383147A2 true FR2383147A2 (en) 1978-10-06
FR2383147B2 FR2383147B2 (en) 1983-04-29

Family

ID=9187809

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7706942A Granted FR2383147A2 (en) 1977-03-09 1977-03-09 Racemisation of cyclopropane carboxylic ester(s) - with alpha cyano 3-phenoxy benzyl alcohol(s), by treatment with an amine

Country Status (1)

Country Link
FR (1) FR2383147A2 (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2447899A2 (en) * 1979-02-05 1980-08-29 Roussel Uclaf Insecticidal (S) alpha-cyano-3-phenoxy-benzyl alcohol ester(s) - are prepd. by esterification of the alcohol with 2,2-di:methyl-3-di:halo:vinyl-cyclopropane-1-carboxylic acid
EP0022382A1 (en) * 1979-06-06 1981-01-14 FMC Corporation Crystalline insecticidal pyrethroid enantiomer pair, process for preparation and composition
FR2481275A1 (en) * 1980-04-23 1981-10-30 Shell Int Research PROCESS FOR THE PREPARATION OF ESTERS DERIVATIVES OF CYCLOPROPANE CARBOXYLIC ACIDS
FR2481274A1 (en) * 1980-04-23 1981-10-30 Shell Int Research PROCESS FOR THE PREPARATION OF CYCLOPROPANE CARBOXYLIC ACID ESTER DERIVATIVES

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2447899A2 (en) * 1979-02-05 1980-08-29 Roussel Uclaf Insecticidal (S) alpha-cyano-3-phenoxy-benzyl alcohol ester(s) - are prepd. by esterification of the alcohol with 2,2-di:methyl-3-di:halo:vinyl-cyclopropane-1-carboxylic acid
EP0022382A1 (en) * 1979-06-06 1981-01-14 FMC Corporation Crystalline insecticidal pyrethroid enantiomer pair, process for preparation and composition
FR2481275A1 (en) * 1980-04-23 1981-10-30 Shell Int Research PROCESS FOR THE PREPARATION OF ESTERS DERIVATIVES OF CYCLOPROPANE CARBOXYLIC ACIDS
FR2481274A1 (en) * 1980-04-23 1981-10-30 Shell Int Research PROCESS FOR THE PREPARATION OF CYCLOPROPANE CARBOXYLIC ACID ESTER DERIVATIVES

Also Published As

Publication number Publication date
FR2383147B2 (en) 1983-04-29

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