5-氯-吲哚-2-酮的合成

Synthesis of 5-Chloroindol-2(3H)-one

对 5 氯 吲哚 2 酮的合成进行了研究。以 4 氯苯胺和氯乙酰氯为原料 ,通过氯乙酰化和分子内Friedel-Crafts环化反应 ,二步合成了目标化合物。讨论了温度、溶剂、物料配比对每步产率的影响 ,找出了最佳反应条件 :第一步氯乙酰化 ,溶剂为醋酸 ,温度是室温 ,n(4 氯苯胺 )∶n(氯乙酰氯 ) =1.5∶1 0 ,按 4 氯苯胺计收率为 98% ;第二步环化反应 ,溶剂为一氯己烷 ,温度是 12 0～12 5℃ ,按酰化物计收率是 95 %。目的产物w (5 氯 吲哚 2 酮 ) =99.5 %

Synthesis of 5-chloroindol-2(3H)-one was studied with 4-chloroaniline and chloroacetyl chloride as raw materials through chloroacetylation and Friedel-Crafts reaction. Effects of reaction temperature, solvent and molar ratio of raw materials on the yield were investigated. The optimum reaction conditions were obtained. In the first step, at room temperature with acetic acid as solvent and molar ratio of 4-chloroaniline to cholroacetyl chloride 1.5:1.0, the yield of chloroacetylation was 98%. In the second step, with monochlorohexane as solvent at 120 - 125 °C, the yield of cyclization reaction could reach 95%. Purity of the final product was 99.5%.