A convenient synthesis of 4-(2,2-dichloroethenyl)-5,5-dimethyl-tetrahydro-2-furanone derivatives, a key intermediate of permethrinic acid.
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概要
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A key intermediate of 2-(2,2-dichloroethenyl)-3,3-dimethylcyclopropanecarboxylic acid, 3-alkoxycarbonyl(or acyl)-4-(2,2-dichloroethenyl)-5,5-dimethyltetrahydro-2-furanone was prepared by the base-catalyzed condensation of 2-methyl-3,5,5-trichloro-4-penten-2-ol with acetate derivatives such as malonic esters, acetoacetic esters, and benzoylacetate. The reactivity of 3-acetyl-4-(2,2-dichloroethenyl)-5,5-dimethyltetrahydro-2-furanone to an excess amount of thionyl chloride in ethanol was also examined. An analog, 5-butyl-4-(2,2-dichloroethenyl)-3-ethoxycarbonyl-5-methyltetrahydro-2-furanone was also prepared in 31% yield.
- 公益社団法人 日本化学会の論文
著者
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Tsuboi Sadao
Department Of Applied Chemistry Faculty Of Engineering Okayama University
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Amano Eiichiro
Department of Synthetic Chemistry, School of Engineering, Okayama University
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Takeda Akira
Department of Applied Chemistry, Faculty of Engineering, Okayama University
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