3-chloro-N-(2,2-diethoxyethyl)aniline | 1373925-31-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-chloro-N-(2,2-diethoxyethyl)aniline
• CAS: 1373925-31-5
• 化学式: C₁₂H₁₈ClNO₂
• 分子量: 243.733
• InChiKey: PAOCHJRIQCKQDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-chloro-N-(2,2-diethoxyethyl)aniline 、 溴甲苯 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以91%的产率得到N-benzyl-3-chloro-N-(2,2-diethoxyethyl)aniline
  参考文献：
  名称：

  General and efficient synthesis of 2,3-unsubstituted indoles catalyzed by acidic mesoporous molecular sieves

  摘要：

  A general and efficient method for the synthesis of 2,3-unsubstituted indoles has been established by the intramolecular cyclization of N-benzyl 2-anilinoacetals. Acidic mesoporous molecular sieve (MCM-41-SO3H) has shown excellent catalytic activity on this transformation, and the 2,3-unsubstituted indoles bearing 7-substituent or strong electron-withdrawing substituents also could be achieved by this protocol. Moreover, the heterogeneous catalyst, MCM-41-SO3H, could be conveniently recovered and reused without obvious loss of the catalytic activity. This work will provide an economic and environmental-benign method for the construction of various indole derivatives. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.03.026

文献信息

• General and efficient synthesis of 2,3-unsubstituted indoles catalyzed by acidic mesoporous molecular sieves
  作者：Nan Sun、Lingfen Hong、Fang Huang、Hong Ren、Weimin Mo、Baoxiang Hu、Zhenlu Shen、Xinquan Hu

  DOI：10.1016/j.tet.2013.03.026

  日期：2013.5

  A general and efficient method for the synthesis of 2,3-unsubstituted indoles has been established by the intramolecular cyclization of N-benzyl 2-anilinoacetals. Acidic mesoporous molecular sieve (MCM-41-SO3H) has shown excellent catalytic activity on this transformation, and the 2,3-unsubstituted indoles bearing 7-substituent or strong electron-withdrawing substituents also could be achieved by this protocol. Moreover, the heterogeneous catalyst, MCM-41-SO3H, could be conveniently recovered and reused without obvious loss of the catalytic activity. This work will provide an economic and environmental-benign method for the construction of various indole derivatives. (C) 2013 Elsevier Ltd. All rights reserved.