N-<4-(1,1-Dimethylethyl)phenyl>-N-phenyl-1-naphthalenemethanamine | 135505-54-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-<4-(1,1-Dimethylethyl)phenyl>-N-phenyl-1-naphthalenemethanamine
• 英文别名: 4-tert-butyl-N-(naphthalen-1-ylmethyl)-N-phenylaniline
• CAS: 135505-54-3
• 化学式: C₂₇H₂₇N
• 分子量: 365.518
• InChiKey: QNQOWIKXZJIVJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 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：

  4-叔丁基苯酚 在 氢氧化钾 、 sodium 、 N,N-二甲基甲酰胺 作用下， 反应 2.5h， 生成 N-<4-(1,1-Dimethylethyl)phenyl>-N-phenyl-1-naphthalenemethanamine
  参考文献：
  名称：

  Novel synthesis of N,N-diarylarylmethanamines from N-(arylmethylene)arenamines and (arylmethoxy)arenes

  摘要：

  Various N,N-diarylarylmethanamines were synthesized by the reaction of N-(arylmethylene)arenamines with (arylmethoxy)arenes in dimethylformamide solution in the presence of a strong base as a catalyst which is obtained in situ by reacting metallic sodium with this solvent. In general, the reaction may be depicted as the reduction of the imine and addition, on the original imino nitrogen atom, of the aryl group (of the aryloxy moiety) of the ether and presumably oxidation of the arylmethoxy group of the either to its corresponding aldehyde. Side reactions and a proposed reaction mechanism are discussed.

  DOI：

  10.1021/jo00020a032

文献信息

• US5117062A
  申请人：——

  公开号：US5117062A

  公开（公告）日：1992-05-26
• US5196606A
  申请人：——

  公开号：US5196606A

  公开（公告）日：1993-03-23
• Novel synthesis of N,N-diarylarylmethanamines from N-(arylmethylene)arenamines and (arylmethoxy)arenes
  作者：Martino Paventi、Allan S. Hay

  DOI：10.1021/jo00020a032

  日期：1991.9

  Various N,N-diarylarylmethanamines were synthesized by the reaction of N-(arylmethylene)arenamines with (arylmethoxy)arenes in dimethylformamide solution in the presence of a strong base as a catalyst which is obtained in situ by reacting metallic sodium with this solvent. In general, the reaction may be depicted as the reduction of the imine and addition, on the original imino nitrogen atom, of the aryl group (of the aryloxy moiety) of the ether and presumably oxidation of the arylmethoxy group of the either to its corresponding aldehyde. Side reactions and a proposed reaction mechanism are discussed.