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(E)-3-烷烯羧酸的合成
引用本文:张适适,田红玉,孙宝国,彭娟,杨涵.(E)-3-烷烯羧酸的合成[J].精细化工,2006,23(11):1125-1127.
作者姓名:张适适  田红玉  孙宝国  彭娟  杨涵
作者单位:北京工商大学,化学与环境工程学院,北京,100037
基金项目:北京市教委科技发展计划项目
摘    要:以脂肪醛与丙二酸为原料,通过Knoevenagel反应制备了(E)-3-烷烯羧酸,反应以二甲苯为溶剂,在回流条件下进行。考察了哌啶、吡啶及4-二甲氨基吡啶(DMAP)对反应产物的影响。结果表明,采用哌啶催化时,反应产率最高,可达70%左右,(E)-3-烷烯羧酸与副产物α,β-不饱和羧酸的摩尔比可达12/1以上;DMAP作催化剂,产率较低,在60%左右,反应选择性略高于哌啶;吡啶作催化剂时产率最低,反应选择性也最差,(E)-3-烷烯羧酸与副产物α,β-不饱和羧酸的摩尔比只有3/1。

关 键 词:(E)-3-烷烯羧酸  Knoevenagel反应  脂肪醛  丙二酸
文章编号:1003-5214(2006)11-1125-03
收稿时间:2006-05-09
修稿时间:2006-05-092006-07-04

Synthesis of (E)-3-Alkenoic Acids
ZHANG Shi-shi,TIAN Hong-yu,SUN Bao-guo,PENG Juan,YAN Han.Synthesis of (E)-3-Alkenoic Acids[J].Fine Chemicals,2006,23(11):1125-1127.
Authors:ZHANG Shi-shi  TIAN Hong-yu  SUN Bao-guo  PENG Juan  YAN Han
Affiliation:School of Chemistry and Environmental Engineering, Beijing Technology and Business University, Beijing 100037, China
Abstract:(E)-3-Alkenoic acids(Ⅰ) were synthesized by Knoevenagel reactions of aliphatic aldehydes with malonic acid in xylene under reflux.The effect of piperidine,pyridine and 4-dimethylaminopyridine(DMAP) as catalyst on the reaction was investigated.With piperidine as catalyst,yield of the product Ⅰ was the highest,around 70%,and the molar ratio of Ⅰ to the by product,α,β-unsaturated carboxylic acids(Ⅱ),was up to 12∶1.DMAP gave lower yield(about 60%) and slightly higher selectivity.Pyridine gave the poorest yield and selectivity that the molar ratio of Ⅰto Ⅱwas only 3∶1.
Keywords:(E)-3-alkenoic acids  Knoevenagel reaction  aliphatic aldehyde  malonic acid  
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