N-diphenylmethyl-hexylamine | 173949-23-0

• 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: N-diphenylmethyl-hexylamine
• 英文别名: N-benzhydrylhexan-1-amine
• CAS: 173949-23-0
• 化学式: C₁₉H₂₅N
• 分子量: 267.414
• InChiKey: ONKFTWIMGCQJJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  367.9±11.0 °C(Predicted)
• 密度：
  0.963±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 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-diphenylmethyl-hexylamine 在 盐酸 、 4 A molecular sieve 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙醚 、 苯 为溶剂， 反应 7.0h， 生成 正己胺盐酸盐
  参考文献：
  名称：

  Oxidative Deprotection of Diphenylmethylamines

  摘要：

  [GRAPHICS]The diphenylmethyl amino protecting group can be efficiently removed by initial oxidation of the amine to an imine by 2,3-dichloro-5,6-dicyanobenzoquinone. The resulting imine can then be easily hydrolyzed under mildly acidic conditions. This method is particularly well suited for the preparation of alpha-amino phosphinates and alpha-amino phosphonates.

  DOI：

  10.1021/ol990956i
• 作为产物：
  描述：

  N-(diphenylmethylene)hexan-1-amine 在 (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以98%的产率得到N-diphenylmethyl-hexylamine
  参考文献：
  名称：

  分批和连续流动的二丙胺的光催化和化学选择性转移加氢

  摘要：

  描述了用于间歇和连续流动的亚胺化学选择性转移氢化的可见光光催化方法。该反应利用Et 3 N作为氢源和单电子供体，从而能够选择性还原衍生自含有其他可还原官能团（包括腈，卤化物，酯和酮）的二芳基酮亚胺的亚胺。Et 3 N的双重作用已通过荧光猝灭测量，瞬态吸收光谱和氘标记研究得到了证实。连续流处理有助于直接扩大反应规模。

  DOI：

  10.1021/acs.orglett.7b03565

文献信息

• Organic Reactions Catalyzed by Methylrhenium Trioxide:  Dehydration, Amination, and Disproportionation of Alcohols
  作者：Zuolin Zhu、James H. Espenson

  DOI：10.1021/jo951613a

  日期：1996.1.1

  Methylrhenium trioxide (MTO) is the first transition metal complex in trace quantity to catalyze the direct formation of ethers from alcohols. The reactions are independent of the solvents used: benzene, toluene, dichloromethane, chloroform, acetone, and in the alcohols themselves. Aromatic alcohols gave better yields than aliphatic. Reactions between two different alcohols could also be used to prepare unsymmetric ethers, the best yields being obtained when one of the alcohols is aromatic. MTO also catalyzes the dehydration of alcohols to form olefins at room temperature, aromatic alcohols proceeding in better yield. When primary (secondary) amines were used as the limiting reagent, direct amination of alcohols catalyzed by MTO gave good yields of the expected secondary (tertiary) amines at room temperature. Disproportionation of alcohols to alkanes and carbonyl compounds was also observed for aromatic alcohols in the presence of MTO. On the basis of the results of this investigation and a comparison with the interaction between MTO and water, a concerted process and a mechanism involving carbocation intermediates have been suggested.
• Correction to Photocatalytic and Chemoselective Transfer Hydrogenation of Diarylimines in Batch and Continuous Flow
  作者：Dean J. van As、Timothy U. Connell、Martin Brzozowski、Andrew D. Scully、Anastasios Polyzos

  DOI：10.1021/acs.orglett.8b02023

  日期：2018.7.20
• Oxidative Deprotection of Diphenylmethylamines
  作者：Peter B. Sampson、John F. Honek

  DOI：10.1021/ol990956i

  日期：1999.11.1

  [GRAPHICS]The diphenylmethyl amino protecting group can be efficiently removed by initial oxidation of the amine to an imine by 2,3-dichloro-5,6-dicyanobenzoquinone. The resulting imine can then be easily hydrolyzed under mildly acidic conditions. This method is particularly well suited for the preparation of alpha-amino phosphinates and alpha-amino phosphonates.
• Photocatalytic and Chemoselective Transfer Hydrogenation of Diarylimines in Batch and Continuous Flow
  作者：Dean J. van As、Timothy U. Connell、Martin Brzozowski、Andrew D. Scully、Anastasios Polyzos

  DOI：10.1021/acs.orglett.7b03565

  日期：2018.2.16

  imines in batch and continuous flow is described. The reaction utilizes Et3N as both hydrogen source and single-electron donor, enabling the selective reduction of imines derived from diarylketimines containing other reducible functional groups including nitriles, halides, esters, and ketones. The dual role of Et3N was confirmed by fluorescence quenching measurements, transient absorption spectroscopy,

  描述了用于间歇和连续流动的亚胺化学选择性转移氢化的可见光光催化方法。该反应利用Et 3 N作为氢源和单电子供体，从而能够选择性还原衍生自含有其他可还原官能团（包括腈，卤化物，酯和酮）的二芳基酮亚胺的亚胺。Et 3 N的双重作用已通过荧光猝灭测量，瞬态吸收光谱和氘标记研究得到了证实。连续流处理有助于直接扩大反应规模。