乙酰丙酸乙酯与苯甲醛反应的区域选择性研究  

The Regioselective Study on Ethyl Levulinate and Benzaldehyde's Nucleophilic Addition Reaction

作　　者：王兰芝[1] 吴孟欣[1] 李媛[1] 

机构地区：[1]河北师范大学化学与材料科学学院,河北石家庄050024

出　　处：《河北师范大学学报（自然科学版）》2012年第2期177-180,共4页Journal of Hebei Normal University：Natural Science

基　　金：国家自然科学基金(20972040;21072043);河北省自然科学基金(B2009000255);河北省教育厅科研基金(2008320);河北师范大学博士基金(L2006B17)

摘　　要：乙酰丙酸乙酯与苯甲醛的反应是碱催化条件下碳负离子的亲核加成反应,利用特殊的反应区域选择性可以合成不同结构的不饱和酮、羧酸或酮酸等重要的有机化合物.采用密度泛函量化计算方法(DFT)中的B3LYP方法在6-31G水平上,从反应中间体及产物的几何结构、能量、电荷密度等方面对该反应的区域选择性进行了理论研究;通过考察反应条件对实验结果的影响,对其反应的区域选择性进行了实验研究.研究结果表明:理论研究结果很好地解释了实验所得反应区域选择性的规律,即反应的主产物1a收率最高可达92%.The reaction of ethyl levulinate and benzaldehyde is a nucleophilic addition reaction with the catalysis of alkali.The unsaturated ketones,carboxylic acids and other organic compounds were obtained by using its special regional selection.The regional selection of thereaction was investigated by density functional theory at B3LYP/6-31G level.The experimental research was performed for nucleophilic addition reaction’s regional selection of benzaldehyde and ethyl levulinate by the influence on the reaction concentration.This reaction’s regional selection rule is obtained and is agreed with the experimental ones largely.

关 键 词：乙酰丙酸乙酯 亲核加成反应 区域选择性 

分 类 号：O621.13[理学—有机化学]