METHOD FOR OPTICAL RESOLUTION OF CHRYSANTHEMUM-MONOCARBOXYLIC ACID

PURPOSE:To obtain chrysanthemum-monocarboxylic acid having high optical purity in easy recovery of a solvent used and in good filtering characteristics of formed crystal, by using optically active alpha-phenylethylamine, etc., as an agent for optical resolution and carrying out crystallizing separat...

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Bibliographic Details
Main Authors MAGARA OSAMU, SAITO KENJI
Format Patent
LanguageEnglish
Published 16.02.1988
Subjects
ACYCLIC OR CARBOCYCLIC COMPOUNDS
APPARATUS THEREFOR
CHEMISTRY
GENERAL METHODS OF ORGANIC CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
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Summary:PURPOSE:To obtain chrysanthemum-monocarboxylic acid having high optical purity in easy recovery of a solvent used and in good filtering characteristics of formed crystal, by using optically active alpha-phenylethylamine, etc., as an agent for optical resolution and carrying out crystallizing separation process in a hydrophobic organic solvent. CONSTITUTION:dl-trans Chrysanthemum-monocarboxylic acid or dl-cis/trans mixed chrysanthemum-monocarboxylic acid is dissolved in 2.5-6 times, preferably 3-5 times as much hydrophilic organic solvent (e.g. toluene or hexane) as the acid by weight, reacted with 0.2-0.6mol, especially 0.3-0.5mol based on 1mol chrysanthemum-monocarboxylic acid of optically active alpha-phenyl-beta- paratolylethylamine or alpha-phenylethylamine at 50-75 deg.C and a salt of one optically active chrysanthemum-monocarboxylic acid and the amine is crystallized. Then after crystal of the salt is separated from the mother liquor, the salt is decomposed with an acid or alkali to give the aimed chrysanthemum- monocarboxylic acid (d form providing an ester showing strong insecticidal activity).
Bibliography:Application Number: JP19860181249