2-Butyl-7-chloroquinoline | 1182846-75-8

• 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-Butyl-7-chloroquinoline
• 英文别名: 2-butyl-7-chloroquinoline
• CAS: 1182846-75-8
• 化学式: C₁₃H₁₄ClN
• 分子量: 219.714
• InChiKey: UMEVBEGVWKGJSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  7-氯喹啉 在 potassium permanganate 作用下， 以 丙酮 为溶剂， 以85%的产率得到2-Butyl-7-chloroquinoline
  参考文献：
  名称：

  7-Chloroquinoline: a versatile intermediate for the synthesis of 7-substituted quinolines

  摘要：

  A practical synthesis of 7-mono-substituted quinolines has been achieved. Selective reduction of the inexpensive commercial reagent 4,7-dichloroquinoline affords 7-chloroquinoline, which has been converted into more complex 7-mono-substituted quinolines through a series of Pd-catalyzed cross coupling reactions. These studies include the first examples of Suzuki reactions for the preparation of 7-mono-substituted quinolines as well as the first application of the Sonagashira reaction for the synthesis of 7-substituted quinolines. This strategy has been extended to the preparation of 2,7-di-substituted quinolines. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.077

文献信息

• 7-Chloroquinoline: a versatile intermediate for the synthesis of 7-substituted quinolines
  作者：Joshua J. Hirner、Michael J. Zacuto

  DOI：10.1016/j.tetlet.2009.06.077

  日期：2009.9

  A practical synthesis of 7-mono-substituted quinolines has been achieved. Selective reduction of the inexpensive commercial reagent 4,7-dichloroquinoline affords 7-chloroquinoline, which has been converted into more complex 7-mono-substituted quinolines through a series of Pd-catalyzed cross coupling reactions. These studies include the first examples of Suzuki reactions for the preparation of 7-mono-substituted quinolines as well as the first application of the Sonagashira reaction for the synthesis of 7-substituted quinolines. This strategy has been extended to the preparation of 2,7-di-substituted quinolines. (C) 2009 Elsevier Ltd. All rights reserved.