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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (10): 1767-1771. 上一篇    下一篇

研究论文

水介质中无催化剂下醛酮与活泼亚甲基化合物的缩合反应

程青芳*,a,b ; 许兴友a,b ; 马卫兴a ; 张 辉a;
刘丽沙a; 刘 峰a ; 杨绪杰b
  

  1. (a 淮海工学院化工系 连云港 222005)
    (b南京理工大学材料化学实验室 南京 210094)
  • 收稿日期:2008-03-25 修回日期:2008-07-25 发布日期:2008-10-20
  • 通讯作者: 程青芳

Uncatalyzed Condensation of Active Methylene Compounds with Aldehydes or Ketones in Aqueous Medium

CHENG, Qing-Fang*,a,b; XU, Xing-You a,b ; MA, Wei-Xinga ; ZHANG, Huia ;
LIU, Li-Shaa; LIU, Fenga ; YANG, Xu-Jieb
  

  1. (a Department of Chemical Technology, Huaihai Institute of Technology, Lianyungang 222005)
    (b Materials Chemistry Laboratory, Nanjing University of Science and Technology, Nanjing 210094)
  • Received:2008-03-25 Revised:2008-07-25 Published:2008-10-20
  • Contact: CHENG, Qing-Fang

PDF

2273

被引次数

24

报道了水相中无催化剂下各种羰基化合物与活泼亚甲基化合物的Knoevenagel缩合反应. 芳香醛与活泼亚甲基化合物如丙二腈、氰基乙酸乙酯、氰基乙酰胺的缩合在室温下即能顺利进行, 获得了很高的收率; 而对于杂环芳醛、α,β-不饱和的醛以及脂肪醛与活泼亚甲基化合物的缩合, 需在50～65 ℃下进行, 也取得了很高的收率; 对于脂肪酮、芳香酮以及二元醛与丙二腈的缩合在75～85 ℃下也能顺利地进行, 获得中等以上的收率. 反应简单、高效而且对环境友好.

关键词: 缩合, 羰基化合物, 介质, 活泼亚甲基化合物

The Knoevenagel condensations of various carbonyl compounds with active methylene compounds were reported in water medium without adding any catalyst. The condensation of aromatic aldehydes with active methylene compounds like malononitrile, cyanoacetamide and ethyl cyanoacetate has been found to proceed very efficiently at room temperature giving excellent yields, but the condensation of heteroaromatic, α,β-unsaturated and aliphatic aldehydes with active methylene compounds proceeded smoothly in 50～65 ℃ with good yields and the reactions of aromatic, aliphatic ketones as well as p-phthalaldehyde with malononitrile also proceeded in 75～85 ℃ with moderate yields. The work-up procedure is simple, efficient and environment-friendly.

Key words: carbonyl compound, condensation, active methylene compound, medium