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HRID 647456作成日:2026年10月26日

Toluene → alpha-Cypermethrin 1-Epimeric Mixture

https://huagongshe.com/reaction/647456

反応式

関与物質

役割名称HCID仕込み量
反応物TolueneHCID 1140—
反応物Potassium CarbonateHCID 11430—
反応物Cis-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylic acidHCID 41507—
反応物O-(p-toluenesulfonyl)-m-phenoxymandelonitrileHCID 12945136—
触媒Tetrabutylammonium BromideHCID 74236—
溶媒WaterHCID 962—
生成物alpha-Cypermethrin 1-Epimeric MixtureHCID 980197797.3%

反応条件

温度70 °C

反応手順

Cis-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylic acid (199 g, 0.95 M) was added to a solution of potassium carbonate (65.6 g, 0.475 M) in water (450 ml). Toluene (900 ml), tetra-n-butylammonium bromide (13.5 g, 0.05 M) and alpha-cyano-3-phenoxybenzyl p-toluenesulphonate (341 g, 0.9 M; prepared as described in A above) were added to the stirred mixture which was then heated at 70° C. for 3 hours. The mixture was cooled to ambient temperature and the organic phase was separated off, washed with aqueous potassium carbonate solution (2×200 ml) and water (2×200 ml), evaporated and degassed under vacuum to leave cis-alpha-cyano-3-phenoxybenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate as a pale amber oil (364 g, 97.3%), containing less than 1% trans-isomers.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04409150
出典データセットuspto-grants-1983_10
ORD IDord-bb5b25184ed94f6b82d54a5d9de5e618
出典メモuspto-grants-1983_10