3-methyl-N-(3-methylphenyl)-N-octylaniline | 1361117-39-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-methyl-N-(3-methylphenyl)-N-octylaniline
• CAS: 1361117-39-6
• 化学式: C₂₂H₃₁N
• 分子量: 309.495
• InChiKey: WQYPJYFNIBFFAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  辛胺 、 3-氯甲苯 在 NHC-Pd(II)-Im 、 potassium tert-butylate 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以27%的产率得到3-methyl-N-octylaniline
  参考文献：
  名称：

  Well-defined NHC–Pd(II)–Im (NHC=N-heterocyclic carbene; Im=1-methylimidazole) complex catalyzed C–N coupling of primary amines with aryl chlorides

  摘要：

  We report herein a well-defined NHC-Pd(II)-Im(NHC=N-heterocyclic carbene; Im=1-methylimidazole) complex catalyzed C-N coupling of primary amines with aryl chlorides. Under the optimal reaction conditions, a variety of primary amines can be coupled with aryl chlorides to give the amination products in good to high yields within 4 h. It is worthy of noting here that the NHC-Pd(II)-Im complex showed especially high catalytic activity toward challenging sterically hindered substrates including both of aryl amines and aryl chlorides. In addition, alkyl amines were also proved to be suitable reaction partners to give the corresponding amination products in good to high yields. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.01.008

文献信息

• Well-defined NHC–Pd(II)–Im (NHC=N-heterocyclic carbene; Im=1-methylimidazole) complex catalyzed C–N coupling of primary amines with aryl chlorides
  作者：Lei Zhu、Yue-Mei Ye、Li-Xiong Shao

  DOI：10.1016/j.tet.2012.01.008

  日期：2012.3

  We report herein a well-defined NHC-Pd(II)-Im(NHC=N-heterocyclic carbene; Im=1-methylimidazole) complex catalyzed C-N coupling of primary amines with aryl chlorides. Under the optimal reaction conditions, a variety of primary amines can be coupled with aryl chlorides to give the amination products in good to high yields within 4 h. It is worthy of noting here that the NHC-Pd(II)-Im complex showed especially high catalytic activity toward challenging sterically hindered substrates including both of aryl amines and aryl chlorides. In addition, alkyl amines were also proved to be suitable reaction partners to give the corresponding amination products in good to high yields. (C) 2012 Elsevier Ltd. All rights reserved.