金合欢基溴合成角鲨烯反应及异构体形成机理的研究  

RESEARCHES ON SYNTHESIS OF SQUALENE FROM FARNESYL BROMIDE AND MECHANISM OF ISOMER FORMATION

作　　者：孙震[1] 赵振东[1] 李冬梅[1] 刘先章[1] 

机构地区：[1]中国林业科学研究院林产化学工业研究所,江苏南京210042

出　　处：《林产化学与工业》2005年第2期1-5,共5页Chemistry and Industry of Forest Products

基　　金：国家自然科学基金资助项目(39970600)

摘　　要：通过自制高效偶联试剂三三苯基膦氯化亚钴和自制金合欢基溴的还原偶联反应,成功地合成了角鲨烯。初步探索了主要反应条件如反应时间等对偶联反应中产物角鲨烯得率的影响。结果表明,在常温、偶联试剂过量10%、反应4h及充分搅拌的条件下,角鲨烯得率45.6%。用GC和GC-MS分析了合成产物角鲨烯,探讨了角鲨烯6个异构体的形成机理和可能的化学结构以及在GC图谱中的出峰顺序。另外,还探讨了合成三三苯基膦氯化亚钴中硼氢化钠滴加速度和搅拌速率对反应的影响。Squalene was successfully synthesized from farnesyl bromide with the highly efficient reductive coupling reagent tri-triphenylphosphine cobalt chloride that was freshly prepared in the laboratory. Effects of main reaction conditions such as reaction time to the coupling reaction and the yield of squalene were studied primarily. The results showed that the yield of squalene was achieved at 45.6 % under conditions of room temperature, extra 10 % of the coupling agent, 4 h and efficient stirring. The product was analyzed by gas chromatography and GC-MS, and the possible formation mechanism and structures of the 6 isomers as well as their sequence in the chromatographic chart were predicted. In addition, the effects of the charging speed of NaBH_4 and stirring condition to the reaction preparing the reagent were also studied.

关 键 词：角鲨烯 三三苯基膦氯化亚钴 金合欢基溴 还原偶联 

分 类 号：TQ351.014[化学工程]