低毒性カーバメイト系殺虫剤群の共通中間体ベンゾフラノール誘導体の新規製造法の開発

非芳香族化合物から多置換芳香族化合物の合成

抄録

New synthetic method of benzofuranol compound (2, 3-dihydro-2, 2-dimethyl-7-hydroxybenzofuran) that is used as an important intermediate of low toxic carbamate insecticides, has been developed and established by using the strategy of aromatic compounds from aliphatic precursors. New process comprises following 5 steps; (1) cross aldol condensation of cyclohexanone with isobutyl aldehyde, (2) chlorination of 2-isobuty-lidene-cyclohexanone, (3) dehydrochlorination of 2, 2-dichloro-6-chloro-6- (1-chloroisobutyl) cyclohexanone (aromatization), (4) hydrolysis of 2-chloro-6-isobutylphenol, (5) cyclization of 3-isobutenyl-catechol.