手性4-(9-丙基芴-9-基)-1,2-环氧丁烷的合成  

Synthesis of optically pure 4-(9-propyl fluoren-9-yl)-1,2-butylene oxide

作　　者：贺丽[1] 孙允凯[1] 张劲[1] 阳年发[1] 

机构地区：[1]湘潭大学化学学院环境友好化学与应用教育部重点实验室,湖南湘潭411105

出　　处：《化学试剂》2013年第1期7-9,共3页Chemical Reagents

基　　金：国家自然科学基金资助项目(20972131;2117-2186);湘潭大学自然科学基金资助项目(10X2X08)

摘　　要：通过两种方法合成9-丙基芴,将9-丙基芴与正丁基锂反应得到有机锂,再与二溴甲烷反应,制备成9-丙基芴-9-基溴代甲烷。将其做成格氏试剂,与手性环氧氯丙烷反应,生成中间体4-(9-丙基芴-9-基)-1-氯-2-丁醇。在碱性条件下使中间体关环,得到高e.e.值的标题化合物。9-Propylfluoren was synthesized by two methods. 9-Propylfluoren-9-yl methyl bromide was synthesized by the reaction of dibromethane with the lithium salt which was obtained from the reaction of butyl lithium with 9-propylflu- orene. And then, 4-（ 9-propaylfluoren-9-yl ）-1, 2-butylene oxide was synthesized from 4-（ 9-propayl fluoren-9-yl ）-l- ehromo-2-butanol which was obtained from the reaction of 9-propyl fluoren-9-yl methyl magnesium bromide with epiehlo- rohydrin. In this work,the eaction effects were discussed and the compounds were confirmed by NMR, elemental analysis and optical rotation.

关 键 词：9-丙基芴 9-丙基芴-9-基溴代甲烷 4-(9-丙基芴-9-基)-1 2-环氧丁烷 合成 

分 类 号：O625[理学—有机化学]