triethyl 1-ethyl-5-methyl-1H-pyrrole-2,3,4-tricarboxylate | 1620102-97-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: triethyl 1-ethyl-5-methyl-1H-pyrrole-2,3,4-tricarboxylate
• CAS: 1620102-97-7
• 化学式: C₁₆H₂₃NO₆
• 分子量: 325.362
• InChiKey: QLCBJABMBPNNKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  83.83
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  乙酰乙酸乙酯 在 potassium carbonate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 15.0h， 生成 triethyl 1-ethyl-5-methyl-1H-pyrrole-2,3,4-tricarboxylate
  参考文献：
  名称：

  An efficient and convenient synthesis of pentasubstituted pyrroles from alkyl acetoacetates, dialkyl acetylenedicarboxylates, and amines

  摘要：

  A simple and efficient synthesis of pentasubstituted pyrroles has been developed using a one-pot, two-step reaction. The synthesis of a series of 4-hydroxypenta-1,3-diene-tricarboxylates from alkyl acetoacetates and dialkyl acetylenedicarboxylates in the presence of K2CO3, followed by cyclization with amines, gave the corresponding pyrroles in excellent yields. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.06.025

文献信息

• Solvent-free synthesis of polysubstituted pyrroles catalyzed by ZnO nanorods
  作者：Maryam Sabbaghan、Haleh Sanaeishoar、Azam Ghalaei、Pegah Sofalgar

  DOI：10.1007/s13738-015-0697-6

  日期：2015.12

  An efficient zinc oxide nanorod-catalyzed one-pot strategy has been developed for the synthesis of polysubstituted pyrroles in very good yields. The present approach provides a three-component reaction between primary alkylamines, dialkyl acetylenedicarboxylates, and 2-chloro-1,3-dicarbonyl compounds with several advantages such as short reaction time, high yields, solvent free, and little catalyst loading. After reaction course, ZnO nanorods can be recycled and reused without any apparent loss of activity which makes this process cost effective and hence eco-friendly.

  我们开发了一种高效的氧化锌纳米棒催化单锅策略，用于合成多取代吡咯，收率非常高。本方法提供了伯烷基胺、乙炔二羧酸二烷基酯和 2-氯-1,3-二羰基化合物之间的三组分反应，具有反应时间短、产率高、无溶剂和催化剂负载少等优点。反应过程结束后，氧化锌纳米棒可回收再利用，活性不会明显降低，因此该工艺具有成本效益，而且环保。