(Z)-5-(4-methylbenzylidene)-1-butyl-4-p-tolylpyrrol-2(5H)-one | 1258494-25-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-5-(4-methylbenzylidene)-1-butyl-4-p-tolylpyrrol-2(5H)-one
• 英文别名: (5Z)-1-butyl-4-(4-methylphenyl)-5-[(4-methylphenyl)methylidene]pyrrol-2-one
• CAS: 1258494-25-5
• 化学式: C₂₃H₂₅NO
• 分子量: 331.458
• InChiKey: QWRWFEJEXUHQEM-JCMHNJIXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  5-(4-methylbenzyl)-1-butyl-5-hydroxy-4-p-tolylpyrrol-2(5H)-one 在 对甲苯磺酸 作用下， 以 氯仿 为溶剂， 反应 1.0h， 生成 (E)-5-(4-methylbenzylidene)-1-butyl-4-p-tolylpyrrol-2(5H)-one 、 (Z)-5-(4-methylbenzylidene)-1-butyl-4-p-tolylpyrrol-2(5H)-one
  参考文献：
  名称：

  The application of (Z)-3-aryl-3-haloenoic acids to the synthesis of (Z)-5-benzylidene-4-arylpyrrol-2(5H)-ones

  摘要：

  Studies directed at the synthesis of (Z)-5-benzylidene-4-arylpyrrol-2(5H)-ones from (Z)-3-aryl-3-haloenoic acids are described The successful strategy relies on the preparation of (Z)-3-aryl-3-haloenoic acids from acetophenones through the corresponding (Z)-3-aryl-3-haloenals and the conversion of the (Z)-3-aryl-3-haloenoic acids to (Z)-5-benzylidene-4-aryl-5H-furan-2-ones The furanones were subsequently treated with primary amines and dehydrated to the corresponding (Z)-5-benzylidene-4-arylpyrrol-2(5H)-one (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.09.080

文献信息

• The application of (Z)-3-aryl-3-haloenoic acids to the synthesis of (Z)-5-benzylidene-4-arylpyrrol-2(5H)-ones
  作者：John T. Gupton、Nakul Telang、Edith J. Banner、Emily J. Kluball、Kayleigh E. Hall、Kara L. Finzel、Xin Jia、Spencer R. Bates、R. Scott Welden、Benjamin C. Giglio、James E. Eaton、Peter J. Barelli、Lauren T. Firich、John A. Stafford、Matthew B. Coppock、Eric F. Worrall、Rene P.F. Kanters、Kerry Keertikar、Rebecca Osterman

  DOI：10.1016/j.tet.2010.09.080

  日期：2010.11

  Studies directed at the synthesis of (Z)-5-benzylidene-4-arylpyrrol-2(5H)-ones from (Z)-3-aryl-3-haloenoic acids are described The successful strategy relies on the preparation of (Z)-3-aryl-3-haloenoic acids from acetophenones through the corresponding (Z)-3-aryl-3-haloenals and the conversion of the (Z)-3-aryl-3-haloenoic acids to (Z)-5-benzylidene-4-aryl-5H-furan-2-ones The furanones were subsequently treated with primary amines and dehydrated to the corresponding (Z)-5-benzylidene-4-arylpyrrol-2(5H)-one (C) 2010 Elsevier Ltd All rights reserved