2,2,2-Trifluoro-1-(4-trifluoromethyl-phenyl)-ethylamine; hydrochloride | 1220039-72-4

• 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: 2,2,2-Trifluoro-1-(4-trifluoromethyl-phenyl)-ethylamine; hydrochloride
• 英文别名: 2,2,2-Trifluoro-1-(4-trifluoromethyl-phenyl)-ethylamine hydrochloride；2,2,2-trifluoro-1-[4-(trifluoromethyl)phenyl]ethanamine;hydrochloride
• CAS: 1220039-72-4
• 化学式: C₉H₇F₆N*ClH
• 分子量: 279.613
• InChiKey: KBJQMJLPMZXUCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  26
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,2,2-Trifluoro-1-(4-trifluoromethyl-phenyl)-ethylamine; hydrochloride 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以93%的产率得到2,2,2-三氟-1-(4-三氟甲基苯基)乙胺
  参考文献：
  名称：

  通过碱催化的[1,3]-质子转移反应制备氟代烷基和氟代芳基胺的实用途径

  摘要：

  碱催化的[1,3]-质子转移反应被证明是从合适的羰基化合物和苄胺开始的氟代烷基和氟代芳基胺的有效通用方法。

  DOI：

  10.1016/s0040-4039(00)76845-6
• 作为产物：
  描述：

  2,2,2-三氟-4′-(三氟甲基)苯乙酮 在 盐酸 、 水 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 48.0h， 生成 2,2,2-Trifluoro-1-(4-trifluoromethyl-phenyl)-ethylamine; hydrochloride
  参考文献：
  名称：

  Thermocontrolled benzylimine–benzaldimine rearrangement over Nafion-H catalysts for efficient entry into α-trifluoromethylbenzylamines

  摘要：

  Nation-H and Nation SAC-13 are efficient solid Bronsted acid catalysts for the preparation of trifluoromethyl ketimines from benzylamines and trifluoromethylated ketones in high yields. A finely tuned benzylimine-benzaldimine rearrangement by facile 1,3-hydrogen shift has been achieved for the formation of fluorinated benzaldimines in high yields by careful optimization of reaction conditions including attempts under microwave conditions and a flow system. These alpha-trifluoromethylated benzaldimines are efficient precursors for pharmaceutically important alpha-trifluoromethylated benzylamines, accessed through their direct acid hydrolysis. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.088

文献信息

• A practical route to fluoroalkyl- and fluoroarylamines by base-catalyzed [1,3]-proton shift reaction
  作者：Vadim A. Soloshonok、Alexander G. Kirilenko、Valery P. Kukhar、Giuseppe Resnati

  DOI：10.1016/s0040-4039(00)76845-6

  日期：1994.5

  The base-catalyzed [1,3]-proton shift reaction is shown to be an efficient general approach to fluoroalkyl and fluoroaryl amines starting from appropriate carbonyl compounds and benzylamine.

  碱催化的[1,3]-质子转移反应被证明是从合适的羰基化合物和苄胺开始的氟代烷基和氟代芳基胺的有效通用方法。
• Thermocontrolled benzylimine–benzaldimine rearrangement over Nafion-H catalysts for efficient entry into α-trifluoromethylbenzylamines
  作者：G.K. Surya Prakash、Kevin E. Glinton、Chiradeep Panja、Laxman Gurung、Patrice T. Battamack、Béla Török、Thomas Mathew、George A. Olah

  DOI：10.1016/j.tetlet.2011.11.088

  日期：2012.2

  Nation-H and Nation SAC-13 are efficient solid Bronsted acid catalysts for the preparation of trifluoromethyl ketimines from benzylamines and trifluoromethylated ketones in high yields. A finely tuned benzylimine-benzaldimine rearrangement by facile 1,3-hydrogen shift has been achieved for the formation of fluorinated benzaldimines in high yields by careful optimization of reaction conditions including attempts under microwave conditions and a flow system. These alpha-trifluoromethylated benzaldimines are efficient precursors for pharmaceutically important alpha-trifluoromethylated benzylamines, accessed through their direct acid hydrolysis. (C) 2011 Elsevier Ltd. All rights reserved.