1,1,3,3-四溴-2-(4氯-苯基)-丙烯的合成研究

Study on synthesis of 1,1,3,3-tetrabromo-2-(4-chlorophenyl)-propylene

以氯苯、乙酰氯为原料,经傅-克酰基化、溴化反应得到ω,ω-二溴-4-氯苯乙酮,ω,ω-二溴-4-氯苯乙酮再与三苯基膦、四溴化碳经W ittig反应、采用三组分一锅法合成了1,1,3,3四-溴-2-(4氯-苯基)-丙烯。重点考察了三组分一锅法中反应介质、反应温度和反应时间对反应收率的影响。研究结果表明,采用该方法合成1,1,3,3四-溴-2-(4氯-苯基)-丙烯的最佳反应条件为:反应介质为二氯甲烷,冰水浴下反应20 min,收率达94.2%。

1, 1, 3, 3-tetrabromo-2-（ 4-chlorophenyl ）-propylene is synthesized from to, to-dibromo-4- ehloroacetophenone, triphenylphosphine and carbon tetrabromide. Firstly, the reaction of chlorobenzene and acetyl chloride gives 4-chloroaeetophenone via Friedel-Crafts acylation. Secondly, the reaction of 4-chloroacetophenone and bromine gives the ω, ω-dibromo-4-chloroacetophenone via bromination reaction. Thirdly, one-pot three-component reaction of to, to- dihromo-4-chloroacetophenone, triphenylphosphine and carbon tetrabromide via Wittig reaction to synthesize 1,1,3,3-tetrabromo-2-（ 4-chlorophenyl ） -propylene is described. The effects of reaction medium, reaction temperature and reaction time on one-pot three-component reaction are investigated. Under the following optimal reaction eonditions：diehloromethane as reaction medium ,20 min of reaction time onder icy water bathing, the yield of 1,1,3,3- tetrabromo-2- （4-ehloroohenvl） -oropvlene is 94. 2%.