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filingDate 1988-04-27-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_918dcdf1dd46ce3883fad9a32b7f2fa5
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publicationDate 1989-01-27-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber JP-S6425744-A
titleOfInvention Racemization of chrysanthemumic acid derivative
abstract PURPOSE:To obtain an optically active racemic chrysanthemumic acid derivative useful as a raw material for insecticides of pyrethroid type, rich in trans-form efficiently and in high purity, by racemizing an optically active chrysanthemumic acid derivative in the presence of both a silicon bromide compound and an azo compound. CONSTITUTION:An optically active chrysanthemumic acid derivative shown by the formula (X is Cl, Br or 2,2-dimethyl-3-isobutenylcyclopropanecarboxyl; *is asymmetric carbon) is racemized with a silicon bromide compound such as trimethylsilyl bromide and/or a phosphorus bromide compound such as PBr3 in the presence of a peroxide such as t-butyl hydroperoxide or an azo compound such as azobisisobutyronitrile in an inert organic solvent, preferably toluene for several minutes - 10hr to give the aimed compound. The reaction temperature is -20-100 deg.C in the case of the acid halide and 50-140 deg.C in the case of the anhydride. The racemic modification can produce various pyrethroids simply and in high yield.
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