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合成1,2-环十二二酮的新方法

A Novel Synthetic Method of 1,2-Cyclododecandione

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【作者】 陈韶蕊马吉海周雪琴刘东志

【Author】 CHEN Shao-Ruia,b,MA Ji-Haib,ZHOU Xue-Qina,LIU Dong-Zhia*(aSchool of Chemical Engineering and Technology,Tianjin University,Tianjin 300072;bCollege of Science,Hebei University of Science and Technology,Shijiazhuang)

【机构】 天津大学化工学院河北科技大学理学院

【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。

【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 compound 2 through acyloin condensation and the yield reached up to 63.1%,which was oxidized to compound 4 by bromine water as the oxidation reagent with a yield of 79%.The target compound was a light yellow crystal and was characterized by means of IR,1H NMR and 13C NMR.

【基金】 河北省自然科学基金(B200400278)资助项目
  • 【文献出处】 应用化学 ,Chinese Journal of Applied Chemistry , 编辑部邮箱 ,2009年11期
  • 【分类号】TQ234.21
  • 【被引频次】1
  • 【下载频次】120
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