反应详情

温度

125 °C

51 g of phenyl trichloroacetate, 17.5 ml of acrylonitrile, 0.88 g of cuprous chloride, 0.3 g of pyridine hydrochloride and 80 ml of anhydrous sulfolane were charged into a glass lined pressure reactor and heated with stirring at 125° C. for 10 hours. After cooling to ambient temperature, the brown reaction mixture was found to be homogeneous but for undissolved copper salts. GLC analysis indicated a yield of 76% (±1.5%) of the title compound based on phenyl trichloroacetate. The title compound was isolated by pouring the reaction mixture into water, extracting with several portions of methyl t-butyl ether and washing the organic phase with water. Drying (MgSO4) and subsequent removal of the combined organic extract by evaporation under reduced pressure yielded a light brown viscous oil which crystallized slowly on standing at ambient temperature. The resulting crystals were recrystallized from ether-petroleum ether (60-80) to give colorless needles of phenyl 4-cyano-2,2,4-trichlorobutyrate, m.p. 51.5°-52.5° C.;

1. temperatureheated
2. temperatureAfter cooling to ambient temperature