化学学报 ›› 1954, Vol. 20 ›› Issue (1): 1-9.    下一篇

论文

醛与α-丁烯酸酯及与α, γ-已间二烯酸酯的缩合

黄耀曽, 王有槐   

  1. 中国科学院有机化学研究所
  • 投稿日期:1953-10-19 发布日期:2013-06-04

CONDENSATION OF ALDEHYDES WITH CROTONIC ESTER AND WITH SORBIC ESTER

HUANG YAO-TSENG(YAO-TSENG HUANG), WANG YU-HUAI   

  1. Institute of Organic Chemistry, Academia Sinica
  • Received:1953-10-19 Published:2013-06-04

本文叙述了一种综合多烯酸的方法:将α-丁烯酸酯或α,γ-己间二烯酸酯与适当的醛缩合,再进行水解。这样,仅用一个步骤便可引进四个或六个碳原子的共轭双键的侧链。丁烯酸甲酯与苯甲醛或糠醛在去醇的甲氧基钠影响下缩合,得到顺-δ-苯基-戊间二烯酸(熔点137.5—138°)或顺-δ-2-呋喃-α,γ-戊间二烯酸(熔点109—111°);同样情形,α-丁烯酸甲酯与对-甲氧基苯甲醛缩合时得出顺-δ-对-甲氧基苯-α,γ-戊间二烯酸(熔点115—118°)及其反式的几何异构体(熔点:180°熔为液晶,220—221°熔为透明液体)。所有上述的顺式酸用汞弧光灯照射后,可全部转变为其相应的反式酸。α,γ-己间二烯酸甲酯与苯甲醛在去醇的甲氧基钾影响下缩合,水解后得到7-苯基-庚间三烯酸(熔点:189—190°熔为液晶,199°熔为透明液体)。

A new method for the synthesis of polyene acids has been described. This consists of the condensation of crotonic ester or sorbic ester with suitable aldehydes, followed by hydrolysis. Thus a C4 or C6 side chain with conjugated double bonds can be introduced in a single step.