Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (10): 1767-1771. Previous Articles     Next Articles

Original Articles


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

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