diethyl 1-ethyl-5-phenyl-1H-pyrrole-2,3-dicarboxylate | 1234371-12-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: diethyl 1-ethyl-5-phenyl-1H-pyrrole-2,3-dicarboxylate
• CAS: 1234371-12-0
• 化学式: C₁₈H₂₁NO₄
• 分子量: 315.369
• InChiKey: HZCBKYYVUBZYCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  57.53
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  乙胺 、 2-溴苯乙酮 、 丁炔二酸二乙酯 在 iron(III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以87%的产率得到diethyl 1-ethyl-5-phenyl-1H-pyrrole-2,3-dicarboxylate
  参考文献：
  名称：

  一种高效的合成多取代吡咯的新方法

  摘要：

  在室温下，在氯化铁（III）作为催化剂存在下，苯甲酰溴或其衍生物，胺和乙酰二羧酸二烷基酯的三组分反应在高产率下提供了多取代的吡咯。 多取代的吡咯-三组分反应-氯化铁（III） 系列“新型合成方法研究”的第283部分。

  DOI：

  10.1055/s-0029-1218703

文献信息

• Polyethylene glycol (PEG-400) as an efficient and recyclable reaction medium for one-pot synthesis of polysubstituted pyrroles under catalyst-free conditions
  作者：Lingaiah Nagarapu、Raghu Mallepalli、Lingappa Yeramanchi、Rajashaker Bantu

  DOI：10.1016/j.tetlet.2011.04.095

  日期：2011.6

  Polyethylene glycol (PEG) was found to be an inexpensive non-toxic and effective medium for the one-pot synthesis of highly functionalized pyrroles. Utilizing this protocol various pyrrole derivatives were synthesized in excellent yields. Environmental acceptability, low cost, high yields, and recyclability of the PEG are the important features of this protocol.

  发现聚乙二醇（PEG）是一种便宜的无毒且有效的介质，用于一锅合成高官能化的吡咯。利用该方案，以优异的产率合成了各种吡咯衍生物。PEG的环境可接受性，低成本，高产率和可回收性是该协议的重要特征。
• Synthesis of polysubstituted pyrroles in aqueous medium directly from nitro compounds
  作者：L. Madhava Reddy、P. Chandrashekar、A. R. Reddy、C. K. Reddy

  DOI：10.1134/s1070363215010272

  日期：2015.1

  A novel approach for the synthesis of polysubstituted pyrroles has been followed through multicomponent reaction of nitro compounds, phenacyl bromide or its derivatives and dialkyl acetylene dicarboxylates using indium in dilute aqueous HCl at room temperature. The products are formed in high yields (75-87%) in 10-16 h.
• Catalyst application of ZnO nanostructures in solvent free synthesis of polysubstituted pyrroles
  作者：Maryam Sabbaghan、Azam Ghalaei

  DOI：10.1016/j.molliq.2013.12.018

  日期：2014.5

  A simple, rapid, efficient, and environmentally benign procedure for synthesis of polysubsfituted pyrroles has been achieved by the three-component reaction of amines, phenacyl bromide and dialkyl acetylenedicarboxylates under solvent free conditions using nano structures of ZnO as catalyst. Different morphologies such as nanorods and nanosheets of catalysis have been synthesized by simple reflux method using sodium dodecylsulfate (SDS) and applied in this reaction. Nanorod ZnO catalyst exhibited a significant enhancement in the yield of the desired product. The catalyst exhibited remarkable reusable activity. (C) 2013 Elsevier B.V. All rights reserved.