5-甲基-3-硝甲基己酸乙酯的合成  

Synthesis of Ethyl 5-Methyl-3-nitromethyl Hexanoate

作　　者：肖林久 杜彩芹[1,2] 姜新东 姚兴旺 张心心 

机构地区：[1]沈阳化工大学应用化学学院,辽宁沈阳110142 [2]沈阳化工大学辽宁省稀土化学及应用重点实验室,辽宁沈阳110142

出　　处：《合成化学》2017年第11期953-956,共4页Chinese Journal of Synthetic Chemistry

基　　金：辽宁省科技计划科技攻关项目(2011223006)

摘　　要：以异戊醛和膦酰乙酸三乙酯为原料,1,8-二氮杂二环[5,4,0]十一碳-7-烯(DBU)为催化剂,碘化钠为磷酸酯碳负离子稳定助剂,经Horner-Wadsworth-Emmons反应合成了5-甲基-2-己烯酸乙酯(3),收率90%;仍以DBU为催化剂,3与硝基甲烷经Michael加成反应合成5-甲基-3-硝甲基己酸乙酯,收率98%,两步总收率88.2%,其结构经1H NMR和IR确证。Ethyl 5-methylhex-2-enoate（3） with the yield of 90% was prepared by Homer-Wadsworth- Emmons reaction of isovaleraldehyde with triethylphosphonoacetate using 1,8-diazabicyclo [ 5.4.0 ] un- dec-7-ene（DBU） as the catalyst, NaI as phosphate ester anion stabilizer. 3 reacted with nitromethane by Michael addition reaction to obtain ethyl 3-（nitromethyl）-5-methylhexanoate, using DBU as cata- lyst, the yield was 98%. The overall yield reached 88.2%. The structure was confirmed by 1H NMR and IR.

关 键 词：异戊醛 膦酰乙酸三乙酯 5-甲基-3-硝甲基己酸乙酯 5-甲基-2-己烯酸乙酯 1 8-二氮杂二环 [5 4 0]十一碳-7-烯 Horner-Wadsworth-Emmons反应 MICHAEL加成反应 药物合成 

分 类 号：O623.7[理学—有机化学] TQ463[理学—化学]