2-(4-carboxyphenyl)-3-pentylquinoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(4-carboxyphenyl)-3-pentylquinoline
• 英文别名: 4-(3-Pentylquinolin-2-yl)benzoic acid
• 化学式: C₂₁H₂₁NO₂
• 分子量: 319.403
• InChiKey: WZBRADVPNFEMMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  庚醛 、 4-carboxybenzylideneaniline 在 盐酸 、 air 作用下， 以 1,4-二氧六环 、 二甲基亚砜 为溶剂， 反应 6.0h， 以81%的产率得到2-(4-carboxyphenyl)-3-pentylquinoline
  参考文献：
  名称：

  Practical and Simple Synthesis of Substituted Quinolines by an HCl−DMSO System on a Large Scale:  Remarkable Effect of the Chloride Ion

  摘要：

  A variety of substituted quinolines are synthesized from imines and enolizable carbonyl compounds under aerobic conditions, in which only water is a byproduct. In DMSO, a catalytic amount of HCl activates carbonyl compounds quite effectively to give the quinolines. A simple and practical procedure is demonstrated on a large scale.

  DOI：

  10.1021/jo052004y

文献信息

• Practical and Simple Synthesis of Substituted Quinolines by an HCl−DMSO System on a Large Scale:  Remarkable Effect of the Chloride Ion
  作者：Shin-ya Tanaka、Makoto Yasuda、Akio Baba

  DOI：10.1021/jo052004y

  日期：2006.1.1

  A variety of substituted quinolines are synthesized from imines and enolizable carbonyl compounds under aerobic conditions, in which only water is a byproduct. In DMSO, a catalytic amount of HCl activates carbonyl compounds quite effectively to give the quinolines. A simple and practical procedure is demonstrated on a large scale.