| 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20～25 ℃下反应产率，比用四氯化碳作介质在40～45 ℃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NaI反应，几乎定量的转换成反-3-苯基-1-碘-1-丙烯-3-酮，继而用LiAlH4可在0～5 ℃将其还原得到反-3-苯基-1-碘-1-丙烯-3-醇。 |
| 关键词: 反-3-苯基-1-氯-1-丙烯-3-酮 反-3-苯基-1-碘-1-丙烯-3-醇 有机合成 |
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| A synthesis of trans-1-iodo-3-phenyl-1-propen-3-ol |
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| Abstract: |
| Starting from benzoyl chloride and acetylene,a new prostagalandinp’s intermediate-tran’s-1- iodo-3-pheny-1-propen-3-ol was syn the sized via a 3-step process.Under catalysis of AlCl3,trans-1-chloro-3-pheny-1-propen-3-one was first prepare dusing benzoyl chlori deand acetylene in CH2Cl2 at 20～25 ℃,which the yield is 7% higher than that in CCl4 at 40～45 ℃.The requisite trans-1-iodo-3-pheny-1-propen-3-ol was prepared in two steps by conversion of trans-1-chloro-3-pheny-1-propen-3-one to trans-1-iodo-3-pheny-1-propen-3-ol with Na Iinacet one,and subsequent reducti on with LiAlH 4 at 0～5 ℃. |
| Key words: trans-1-chloro-3-phenyl-1-propen-3-one trans-1-iodo-3-phenyl-1-propen-3-ol organic synthesis |
