4-[N-(2,4-dimethylphenyl)-N-hexyl]aminobenzoic acid ethyl ester

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-[N-(2,4-dimethylphenyl)-N-hexyl]aminobenzoic acid ethyl ester
• 英文别名: ethyl 4-(N-hexyl-2,4-dimethylanilino)benzoate
• 化学式: C₂₃H₃₁NO₂
• 分子量: 353.505
• InChiKey: NTESMHBIMBRODN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,4-二甲基溴苯 、 alkaline earth salt of/the/ methylsulfuric acid 在 palladium diacetate 、 tris(dibenzylideneacetone)dipalladium (0) 、 1-methoxyethyl ferrocene 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 生成 4-[N-(2,4-dimethylphenyl)-N-hexyl]aminobenzoic acid ethyl ester
  参考文献：
  名称：

  Sequential N-Arylation of Primary Amines as a Route To Alkyldiarylamines

  摘要：

  The synthesis of unsymmetrical alkyldiarylamines from a primary amine and two aryl bromides is described. A catalyst system composed of Pd(OAc)(2)/(rac)-BINAP is used to prepare an alkylarylamine (1) from a primary amine and aryl bromide. The palladium-catalyzed arylation of 1, by means of a different catalyst system, affords an alkyldiarylamine. The efficiency of each catalyst for the second step depends on the electronic nature of the substrates. This method has reasonable generality and compatiblity with base-sensitive functional groups.

  DOI：

  10.1021/jo990568u

文献信息

• Sequential N-Arylation of Primary Amines as a Route To Alkyldiarylamines
  作者：Michele C. Harris、Oliver Geis、Stephen L. Buchwald

  DOI：10.1021/jo990568u

  日期：1999.8.1

  The synthesis of unsymmetrical alkyldiarylamines from a primary amine and two aryl bromides is described. A catalyst system composed of Pd(OAc)(2)/(rac)-BINAP is used to prepare an alkylarylamine (1) from a primary amine and aryl bromide. The palladium-catalyzed arylation of 1, by means of a different catalyst system, affords an alkyldiarylamine. The efficiency of each catalyst for the second step depends on the electronic nature of the substrates. This method has reasonable generality and compatiblity with base-sensitive functional groups.