benzylidene-1-(4-methoxyphenyl)-2,2,2-trifluoroethylamine | 1356140-80-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: benzylidene-1-(4-methoxyphenyl)-2,2,2-trifluoroethylamine
• 英文别名: 1-phenyl-N-[2,2,2-trifluoro-1-(4-methoxyphenyl)ethyl]methanimine
• CAS: 1356140-80-1
• 化学式: C₁₆H₁₄F₃NO
• 分子量: 293.288
• InChiKey: ANTUKIYODAFJES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  benzylidene-1-(4-methoxyphenyl)-2,2,2-trifluoroethylamine 在 盐酸 、 水 作用下， 以 乙醚 为溶剂， 反应 24.0h， 以72%的产率得到2,2,2-三氟-1-(4-甲氧苯基)-乙胺盐酸盐
  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
• 作为产物：
  描述：

  2,2,2-三氟-4-甲氧基乙酰苯 、 苄胺 在 Nafion-H SAC-13 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以83%的产率得到benzylidene-1-(4-methoxyphenyl)-2,2,2-trifluoroethylamine
  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

• 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.