化学学报 ›› 1980, Vol. 38 ›› Issue (6): 606-609. 上一篇    下一篇

研究简报

β,γ-不饱和仲烃基乙酰乙酸乙酯的皂化及芳樟醇衍生物的合成

郭文松1, 蔡昆2, 张永敏3   

  1. 1. 贵州省化工研究所 贵阳;
    2. 新乡师范学院化学系 河南;
    3. 杭州大学化学系
  • 收稿日期:1978-12-21 出版日期:1980-11-15 发布日期:2013-06-03

SAPONIFICATION OF β, γ-UNSATURATED SEC-ALKYL ACETOACETIC ACID ESTERS AND THE SYNTHESIS OF LINALOOL DERIVATIVES

GUO WEN-SONG1, CAI KUN2, ZHANG YONG-MIN3   

  1. 1. Guizhou Institute of Chemical Engineering, Guiyang;
    2. Department of Chemistry, Xingxiang Normal College, Henan;
    3. Department of Chemistry, Hangzhou University
  • Received:1978-12-21 Online:1980-11-15 Published:2013-06-03

本文作者[1]曾从乙烯基类溴化镁与亚烃基乙酰乙酸乙酯的共轭加成反应得到了一系列的β,γ-不饱和仲烃基乙酰乙酸乙酯。作者之一[2]曾报道过取代烃基对于丙二酸酯皂化速度的影响,因此研究取代烃基对于乙酰乙酸乙酯皂化反应的影响是有意义的。关于芳樟醇及其衍生物的各种合成方法,文献上曾有记载[3~6]

Acoording to the Grignard's method modified by Normant,the corresponding vinyl magnesium bromide was prepared by treating the 2,2-dimethyl vinyl bromide (isobutenyl bromide) with metallic magnesium in tetrahydrofuran.With this Grignard-Normant reagent and alkylidene aoetoacetio aoid esters (at the temperature of -10 to -5℃),we had obtained a series of unsaturated sec-alkyl acetoacetio acid esters whioh were then saponified to give 4-alkyl-6-methyl-5-heptene-2-ones.5-substituted Tinalools were thus obtained by the reactions of these heptenones with vinyl magnesium bromide in fair yield.