应用化学 ›› 2009, Vol. 26 ›› Issue (11): 1374-1376.

• 研究简报 • 上一篇    

合成1,2-环十二二酮的新方法

陈韶蕊1,2,马吉海2,周雪琴1,刘东志1*   

  1. (1.天津大学化工学院 天津 300072;2.河北科技大学理学院 石家庄)
  • 收稿日期:2008-10-29 修回日期:2009-03-05 出版日期:2009-11-10 发布日期:2009-11-10
  • 通讯作者: 刘东志,男,教授; E-mail:dzliu@tju.edu.cn; 研究方向:精细化工中间体的合成
  • 基金资助:
    河北省自然科学基金(B200400278)资助项目

A Novel Synthetic Method for 1,2-Cyclododecandione

CHEN Shao-Rui1,2, MA Ji-Hai2, ZHOU Xue-Qin1, LIU Dong-Zhi1*   

  1. (1.School of Chemical Engineering and Technology,Tianjin University,Tianjin 300072;
    2.College of Science,Hebei University of Science and Technology,Shijiazhuang)
  • Received:2008-10-29 Revised:2009-03-05 Published:2009-11-10 Online:2009-11-10

摘要:

 以十二烷二酸(1)为原料,与甲醇酯化生成十二烷二酸二甲酯(2),收率为865%。化合物2经偶联
缩合得1,2二三甲基硅氧基环十二烯(3),收率为631%。利用溴氧化化合物3得到1,2环十二二酮(4)淡黄色晶体,收率79%,全过程收率达43.1%,是合成1,2二酮的新方法。目标化合物结构经红外光谱、核磁共振氢谱和碳谱表征确认。

关键词: 十二烷二酸;偶姻缩合;1,2-环十二二酮

Abstract:

1,2-Cyclododecandione(4) was synthesized from dodecanedioic acid via esterification,acyloin condensation,oxidation in an overall yield of 43.1%. Reaction of dodecanedioic acid with methanol gave dodecanedioic acid dimethyl ester(2) with a yield of 86.5%. compound (3) was obtained from (2) through acyloin condensation and the yield reached up to 63.1%, which was oxidized to 1,2-Cyclododecandione(4) using bromine water, a yield of 79%. The target compound was light yellow crystal and was characterized by means of IR、1H NMR and 13C NMR.

Key words: dodecanedioic acid; acyloin condensation; 1,2-Cyclododecandione

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