Production process of gamma-cyhalothrin

Details Production process of gamma-cyhalothrin Production process of gamma-cyhalothrin

C - Chemistry, Metallurgy

07

C

C07C 253/08 (2006.01) C07C 255/39 (2006.01)

Patent

CA 2510272

A process for the preparation of gamma-cyahlothrin comprising a) chlorinating 1R cis-Z 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl cyclopropanecarboxylic acid to give 1R cis-Z 3-(2-chloro-3,3,3-trifluoro-1- propenyl)-2,2-dimethyl cyclopropanecarboxylic acid chloride; b) esterifying 1R cis-Z 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl cyclopropanecarboxylic acid chloride with 3-phenoxy benzaldehyde in the presence of a source of cyanide to form a diastereoisomeric mixture of cyhalothrin isomers and c) epimerising the diastereoisomeric mixture under conditions in which the least soluble diastereoisomer crystallises from solution.

L'invention concerne un procédé de préparation de gamma-cyhalothrine consistant en a) une chloruration de l'acide 1R cis -Z 3-(2-chloro-3,3,3-trifluoro-1-propényl)-2,2-diméthylcyclopropanecarboxylique pour donner le chlorure d'acide 1R cis-Z 3-(2-chloro-3,3,3-trifluoro-1-propényl)-2,2-diméthylcyclopropanecarboxylique, b) estérification du chlorure de l'acide 1R cis-Z 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-diméthylcyclopropanecarboxylique avec de l'aldéhyde benzoïque 3-phénoxy en présence d'une source de cyanure afin de former un mélange diastéréoisomère des isomères de cyhalothrine et c) épimerisation du mélange diastéréoisomère dans des conditions dans lesquelles le diastéréoisomère le moins soluble cristallise à partir de la solution.

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