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有机化学
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有机化学 ›› 2006, Vol. 26 ›› Issue (02): 263-267. 上一篇    下一篇

研究简报

水介质中5-氧代-4-芳基-1,4,5,6,7,8-六氢喹啉-3-羧酸甲酯的合成

于晨侠1，史达清*,1,2，庄启亚1,2，屠树江1,2   

  1. (1徐州师范大学化学系 徐州 221116)
    (2江苏省药用植物生物技术重点实验室 徐州 221116)
  • 收稿日期:2005-03-08 修回日期:2005-08-29 发布日期:2006-01-21
  • 通讯作者: SHI Da-Qing

Synthesis of Methyl 5-Oxo-4-aryl-1,4,5,6,7,8-hexahydroquinolin-3- carboxylate in Aqueous Media

YU Chen-Xia1,SHI Da-Qing*,1,2,ZHUANG Qi-Ya1,2,TU Shu-Jiang1,2   

  1. (1 Department of Chemistry, Xuzhou Normal University, Xuzhou 221116)
    (2 Key Laboratory of Biotechnology on Medical Plants of Jiangsu Province, Xuzhou 221116)
  • Received:2005-03-08 Revised:2005-08-29 Published:2006-01-21
  • Contact: 史达清

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1323

被引次数

19

在水介质中有三乙基苄基氯化铵(TEBA)存在下, 以芳醛、β-氨基巴豆酸甲酯、5,5-二甲基-1,3-环己二酮(或1,3-环己二酮)三组分混合反应, 一步合成了5-氧代-4-芳基-1,4,5,6,7,8-六氢喹啉-3-羧酸甲酯. 该反应具有操作简单、产率高、环境友好的优点.

关键词: 水介质, 六氢喹啉, 合成, 绿色化学

A series of methyl 5-oxo-4-aryl-1,4,5,6,7,8-hexahydroquinolin-3-carboxylates were synthesized by the reaction of aromatic aldehydes, methyl β-aminocrotonate and 5,5-dimethyl-1,3-cyclohexanedione (or 1,3-cyclohexanedione) in the presence of triethylbenzylammonium chloride (TEBA) in aqueous media. Compared to the previous method, this new protocol has the advantages of high yields, inexpensive medium and environmental friendliness.

Key words: synthesis, green chemistry, hexahydroquinoline, aqueous media