N-benzyl-6-(2-bromophenyl)-2,2-dimethylhexan-3-amine | 590400-96-7

• 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: N-benzyl-6-(2-bromophenyl)-2,2-dimethylhexan-3-amine
• CAS: 590400-96-7
• 化学式: C₂₁H₂₈BrN
• 分子量: 374.364
• InChiKey: JSWYJKAESPURRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-benzyl-6-(2-bromophenyl)-2,2-dimethylhexan-3-amine 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ potassium carbonate 、 三苯基膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 以76%的产率得到
  参考文献：
  名称：

  Synthesis of 2-substituted 1-benzyl-2,3,4,5-tetrahydro-1-benzazepines by palladium catalysis. Observation of a competitive β-hydride elimination pathway

  摘要：

  A synthetic route to 1-benzyl-tetrahydro-1-benzazepine is reported, which also permits access to analogous structures with alkyl and aryl substituents at position-2 of the aliphatic ring. Palladium catalysis is utilized in two of the three steps, constructing the seven-membered rings effectively from 2-bromoiodobenzene. Competitive P-hydride elimination was observed in the attempted carbon-nitrogen bond formation with a sterically bulky substrate (when R = tert-butyl). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00676-2
• 作为产物：
  描述：

  2,2-二甲基-5-己烯-3-醇 在 palladium diacetate titanium(IV) isopropylate 、 sodium tetrahydroborate 、 N,N-二异丙基乙胺 、 lithium chloride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 N-benzyl-6-(2-bromophenyl)-2,2-dimethylhexan-3-amine
  参考文献：
  名称：

  Synthesis of 2-substituted 1-benzyl-2,3,4,5-tetrahydro-1-benzazepines by palladium catalysis. Observation of a competitive β-hydride elimination pathway

  摘要：

  A synthetic route to 1-benzyl-tetrahydro-1-benzazepine is reported, which also permits access to analogous structures with alkyl and aryl substituents at position-2 of the aliphatic ring. Palladium catalysis is utilized in two of the three steps, constructing the seven-membered rings effectively from 2-bromoiodobenzene. Competitive P-hydride elimination was observed in the attempted carbon-nitrogen bond formation with a sterically bulky substrate (when R = tert-butyl). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00676-2