2-ethyl-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester | 1197228-11-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-ethyl-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester
• 英文别名: ethyl 6-ethyl-2-oxo-3,4-dihydro-1H-pyridine-5-carboxylate
• CAS: 1197228-11-7
• 化学式: C₁₀H₁₅NO₃
• 分子量: 197.234
• InChiKey: ZONAOHRDAGIYOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  丙烯酸 、 丙酰乙酸乙酯 在 ammonium acetate 作用下， 反应 5.0h， 以81%的产率得到2-ethyl-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  One-Pot Synthesis of 3,4-Dihydropyridin-2-one via Michael Addition of in situ–Generated Enaminones

  摘要：

  Herein we have reported a facile solvent-, catalyst-, and aldehyde-free, one-pot synthesis of 3,4-dihydropyridin-2-one from 1,3-diones using simple and mild reaction conditions. The substrate scope has been also extended to -ketoesters. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource: Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2012.761239

文献信息

• One-pot synthesis of 3,4-dihydropyridin-2-ones via tandem reaction of Blaise reactionintermediate and acrylic ester
  作者：Tuanjie Meng、Lantao Liu、Huiyi Jia、Lifeng Ren、Cuilan Feng、Xiaojuan Wang、Wenxian Zhao

  DOI：10.1002/aoc.3399

  日期：2016.1

  An efficient method for the synthesis 3,4‐dihydropyridin‐2‐ones has been developed via tandem one‐pot Michael‐type addition and cyclization of the Blaise reaction intermediate and acrylic ester. A series of readily available nitriles, bromoacetic esters and acrylic esters have been employed to examine the scope of substrates for this method. Copyright © 2015 John Wiley & Sons, Ltd.

  通过串联一锅Michael型加成反应以及Blaise反应中间体和丙烯酸酯的环化反应，已开发出一种有效的合成3,4-二氢吡啶-2-酮的方法。已经使用了一系列容易获得的腈，溴乙酸酯和丙烯酸酯来检查该方法的底物范围。版权所有©2015 John Wiley＆Sons，Ltd.
• US5098466A
  申请人：——

  公开号：US5098466A

  公开（公告）日：1992-03-24
• US5098462A
  申请人：——

  公开号：US5098462A

  公开（公告）日：1992-03-24
• One-Pot Synthesis of 3,4-Dihydropyridin-2-one via Michael Addition of in situ–Generated Enaminones
  作者：J. B. Senthil Kumar、Neeta Kumari、Pratibha Mehta Luthra

  DOI：10.1080/00397911.2012.761239

  日期：2013.11.17

  Herein we have reported a facile solvent-, catalyst-, and aldehyde-free, one-pot synthesis of 3,4-dihydropyridin-2-one from 1,3-diones using simple and mild reaction conditions. The substrate scope has been also extended to -ketoesters. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource: Full experimental and spectral details.]