2-(benzylamino)hexanenitrile | 1108730-74-0

• 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-(benzylamino)hexanenitrile
• CAS: 1108730-74-0
• 化学式: C₁₃H₁₈N₂
• 分子量: 202.299
• InChiKey: SOSABVXEMVECJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(benzylamino)hexanenitrile 在 Oxone 、 四丁基溴化铵 、 碳酸氢钠 作用下， 以 水 、 甲苯 为溶剂， 以15.6 mg的产率得到N-benzylpentanimidoyl cyanide
  参考文献：
  名称：

  Synthesis of Iminonitriles by Oxone/TBAB-Mediated One-Pot Oxidative Three-Component Strecker Reaction

  摘要：

  Oxidative three-component reaction of aldehydes, amines, and TMSCN in a biphasic solvent system (toluene/H2O) containing Oxone, tetra-n-butylammonium bromide (TBAB) and sodium bicarbonate afforded alpha-iminonitriles in good to excellent yields. This oxidative Strecker reaction was applicable to a wide range of aldehydes and amines, aromatic or aliphatic, of different electronic and steric properties. Substituted 1-aza-2-cyano-1,3-dienes were also accessible using alpha,beta-unsaturated aldehydes as inputs.

  DOI：

  10.1055/s-0032-1316908
• 作为产物：
  描述：

  正戊醛 以 甲苯 为溶剂， 反应 0.08h， 生成 2-(benzylamino)hexanenitrile
  参考文献：
  名称：

  Synthesis of Iminonitriles by Oxone/TBAB-Mediated One-Pot Oxidative Three-Component Strecker Reaction

  摘要：

  Oxidative three-component reaction of aldehydes, amines, and TMSCN in a biphasic solvent system (toluene/H2O) containing Oxone, tetra-n-butylammonium bromide (TBAB) and sodium bicarbonate afforded alpha-iminonitriles in good to excellent yields. This oxidative Strecker reaction was applicable to a wide range of aldehydes and amines, aromatic or aliphatic, of different electronic and steric properties. Substituted 1-aza-2-cyano-1,3-dienes were also accessible using alpha,beta-unsaturated aldehydes as inputs.

  DOI：

  10.1055/s-0032-1316908

文献信息

• l-Proline catalyzed one pot synthesis of α-aminonitriles
  作者：Aayesha Nasreen

  DOI：10.1016/j.tetlet.2013.05.025

  日期：2013.7

  L-Proline (20 mol %) was found to be an efficient organocatalyst for one pot synthesis of a variety of alpha-aminonitriles from aldehydes, amines, and trimethylsilyl cyanide (TMSCN) in acetonitrile at ambient temperature giving good to excellent yields (72-95%). (C) 2013 Elsevier Ltd. All rights reserved.