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有机化学
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有机化学 ›› 2006, Vol. 26 ›› Issue (01): 93-98. 上一篇    下一篇

研究简报

1,4-二氢-4-芳基-3,5-吡啶二羧酸酯的合成及表征

伍小云1，胡艾希*,1,2，谢艳丽1   

  1. (1湖南大学化学化工学院 化学生物传感与计量国家重点实验室 长沙 410082)
    (2华南理工大学化工与能源学院 广东省绿色化学产品技术重点实验室 广州 510640)
  • 收稿日期:2005-01-11 修回日期:2005-07-12 发布日期:2005-12-31
  • 通讯作者: 胡艾希

Synthesis and Characterization of 4-Aryl-1,4-dihydropyri-dine-3,5-dicarboxylates

WU Xiao-Yun1,HU Ai-Xi*,1,2,XIE Yan-Li1   

  1. (1 State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemis-try and Chemical Engineering,
    Hunan University, Changsha 410082)
    (2 Guang-dong Provincial Laboratory of Green Chemical Technology, School of Chemical and Energy Engineer-ing,
    South China University of Technology, Guangzhou 510640)
  • Received:2005-01-11 Revised:2005-07-12 Published:2005-12-31
  • Contact: HU Ai-Xi

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1731

被引次数

5

基于二氢吡啶化合物的构效关系, 设计了一系列1,4-二氢-4-芳基-3,5-吡啶二羧酸酯新化合物. 含有易于水解基团的1,4-二氢-4-芳基-3,5-吡啶二羧酸酯类化合物在碱性条件下水解合成了重要中间体1,4-二氢-4-芳基-3,5-吡啶二羧酸单酯, 收率93%～99.8%. 该二羧酸单酯与α-溴代芳基乙酮在相转移剂催化下反应合成目标化合物, 收率74%～99%. 中间体和目标化合物经1H NMR, 13C NMR, IR, MS和元素分析等确证.

关键词: 1,4-二氢-4-芳基-3,5-吡啶二羧酸酯, 合成, 相转移催化, 表征

New 4-aryl-1,4-dihydropyridine-3,5-dicarboxylates were designed and synthesized by the reaction of 1,4-dihydro-3,5-pyridinedicarboxylic monoesters with α-bromoarylketones by phase transfer catalysis in 74%～99%. The 4-aryl-1,4-dihydro-3,5-pyridinedicarboxylic monoesters were prepared by the hydrolysis of 4-aryl-5-(2'-cyanoethyl)-1,4-dihydro-3,5-pyridine dicarboxylates with yields of 93%～99.8%. The intermediates and target compounds were characterized by 1H NMR, 13C NMR, IR, MS spectra and elemental analyses.

Key words: 4-aryl-1,4-dihydro-3,5-pyridinedicarboxylate, characterization, phase transfer catalysis, synthesis