N-(1-phenyloctan-2-yl)benzenamine

• 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-(1-phenyloctan-2-yl)benzenamine
• 英文别名: N-(1-phenyloctan-2-yl)-aniline；N-(1-phenyloctan-2-yl)aniline
• 化学式: C₂₀H₂₇N
• 分子量: 281.441
• InChiKey: KKPMCAHQAMHDOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  庚醛 、 溴甲苯 、 苯胺 在 三氟乙酸 、 锌 作用下， 以 乙腈 为溶剂， 反应 1.08h， 以79%的产率得到N-(1-phenyloctan-2-yl)benzenamine
  参考文献：
  名称：

  An Expedient Three-Component Approach to the Synthesis of α,α-Disubstituted Amines under Barbier-like Conditions

  摘要：

  使用涉及有机卤化物、醛衍生物和胺的简单而便捷的三组分曼尼希型程序，在乙腈中制备了一系列α,α-二取代胺，例如二芳基甲胺、1,2-二芳基乙胺和氨基酯。使用简单的有机卤化物和锌粉在类巴比尔条件下进行反应，原位生成有机锌试剂。

  DOI：

  10.1055/s-2008-1072582

文献信息

• An Expedient Three-Component Approach to the Synthesis of α,α-Disubstituted Amines under Barbier-like Conditions
  作者：Erwan Le Gall、Stéphane Sengmany、Michel Troupel

  DOI：10.1055/s-2008-1072582

  日期：——

  A series of α,α-disubstituted amines such as diarylmethylamines, 1,2-diarylethylamines, and amino esters have been prepared in acetonitrile using a simple and expedient three-component Mannich-type procedure involving organic halides, aldehyde derivatives, and amines. Reactions are conducted under Barbier-like conditions using simple organic halides and zinc dust for the in situ generation of organozinc reagents.

  使用涉及有机卤化物、醛衍生物和胺的简单而便捷的三组分曼尼希型程序，在乙腈中制备了一系列α,α-二取代胺，例如二芳基甲胺、1,2-二芳基乙胺和氨基酯。使用简单的有机卤化物和锌粉在类巴比尔条件下进行反应，原位生成有机锌试剂。
• Efficient Three-Component One-Pot Benzylation and Allylation of Aldehydes and Amines for Synthesis of Homobenzylamines and Homoallylamines
  作者：Renhua Fan、Dongming Pu、Luoheng Qin、Fengqi Wen、Guoping Yao、Jie Wu

  DOI：10.1021/jo062616y

  日期：2007.4.1

  A highly efficient, three-component one-pot benzylation and allylation of aromatic and aliphatic aldehydes and amines affords the corresponding homobenzylamines and homoallylamines in good to excellent yield. The procedure is lauded by its simplicity and manipulability.
• Three-Component Synthesis of α-Branched Amines under Barbier-like Conditions
  作者：Erwan Le Gall、Caroline Haurena、Stéphane Sengmany、Thierry Martens、Michel Troupel

  DOI：10.1021/jo901704s

  日期：2009.10.16

  An array of alpha-branched amines has been prepared by using an expedient three-component Mannich-type reaction among organic halides, aldehyde derivatives, and amines. The experimental procedure, which is characterized by its simplicity, employs zinc dust for the in situ generation of organozinc reagents. We show that this Barbier-like protocol constitutes a useful entry to diaryl-methylamines, 1,2-diarylethylamines, alpha- or beta-amino esters, benzylamines, and beta-arylethylamines.