【摘要】 以苯甲酰氯和乙炔为原料 ,经三步反应合成出前列腺素的 1个新型中间体化合物反 - 3-苯基 - 1-碘 -1-丙烯 - 3-醇。通过对其反应条件的研究 ,首次用苯甲酰氯和乙炔在三氯化铝作用下合成出反 - 3-苯基 - 1-氯 - 1-丙烯 -3-酮 ;并发现用二氯甲烷作介质在 2 0～ 2 5℃下的反应产率 ,比用四氯化碳作介质在 4 0～ 4 5℃下的反应产率约高7%。通过对反 - 3-苯基 - 1-氯 - 1-丙烯 - 3-酮的卤素交换和还原条件的研究 ,发现其在丙酮介质中与 Na I反应 ,几乎定量的转换成反 - 3-苯基 - 1-碘 - 1-丙烯 - 3-酮 ,继而用 L i Al H4 可在 0～ 5℃将其还原得到反 - 3-苯基 - 1-碘 - 1-丙烯 - 3-醇。更多还原

【Abstract】 Starting from benzoyl chloride and acetylene,a new prostagalandins intermediate-trans 1 iodo 3 phenyl 1 propen 3 ol was synthesized via a 3 step process.Under catalysis of AlCl 3,trans 1 chloro 3 phenyl 1 propen 3 one was first prepared using benzoyl chloride and acetylene in CH 2Cl 2 at 20～25 ℃,which the yield is 7% higher than that in CCl 4 at 40～45 ℃.The requisite trans 1 iodo 3 phenyl 1 propen 3 ol was prepared in two steps by conversion of trans 1 chloro 3 phenyl 1 propen 3 one to trans 1 iodo 3 phenyl 1 propen 3 ol with NaI in acetone,and subsequent reduction with LiAlH 4 at 0～5 ℃.更多还原