4-(3,5-dimethylphenylamino)-3-methyl-phenol | 1198117-98-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(3,5-dimethylphenylamino)-3-methyl-phenol
• 英文别名: 4-((3,5-Dimethylphenyl)amino)-3-methylphenol；4-(3,5-dimethylanilino)-3-methylphenol
• CAS: 1198117-98-4
• 化学式: C₁₅H₁₇NO
• 分子量: 227.306
• InChiKey: CKSIPESMFOUZHG-UHFFFAOYSA-N

物化性质

• 沸点：
  355.5±37.0 °C(Predicted)
• 密度：
  1.121±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.06
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  32.26
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  3,5-二甲基溴苯 、 4-氨基-3-甲基苯酚 在 chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]palladium(ll) 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以97%的产率得到4-(3,5-dimethylphenylamino)-3-methyl-phenol
  参考文献：
  名称：

  Orthogonal Cu- and Pd-Based Catalyst Systems for the O- and N-Arylation of Aminophenols

  摘要：

  O- or N-arylated aminophenol products constitute a common structural motif in various potentially useful therapeutic agents and/or drug candidates. We have developed a complementary set of Cu- and Pd-based catalyst systems for the selective O- and N-arylation of unprotected aminophenols using aryl halides. Selective O-arylation of 3- and 4-aminophenols is achieved with copper-catalyzed methods employing picolinic acid or CyDMEDA, trans-N,N'-dimethyl-1,2-cyclohexanediamine, respectively, as the ligand. The selective formation of N-arylated products of 3- and 4-aminophenols can be obtained with BrettPhos precatalyst, a biarylmonophosphine-based palladium catalyst. 2-Aminophenol can be selectively N-arylated with CuI, although no system for the selective O-arylation could be found. Coupling partners with diverse electronic properties and a variety of functional groups can be selectively transformed under these conditions.

  DOI：

  10.1021/ja9081815