N-(1-adamantylmethyl)-3-bromoaniline | 1283234-35-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(1-adamantylmethyl)-3-bromoaniline
• CAS: 1283234-35-4
• 化学式: C₁₇H₂₂BrN
• 分子量: 320.272
• InChiKey: FZRSLDGDUQEAQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.65
• 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：

  1,3-二溴苯 、 1-金刚烷甲胺 在 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 为溶剂， 反应 7.0h， 以39%的产率得到N-(1-adamantylmethyl)-3-bromoaniline
  参考文献：
  名称：

  Arylation of adamantanamines: II. Palladium-catalyzed amination of dihalobenzenes with adamantylalkanamines

  摘要：

  Palladium-catalyzed arylation of various (1-adamantyl)alkanamines with isomeric (ortho, meta, and para) bromochloro- and dibromobenzenes was studied. Optimal catalytic systems were found for the synthesis of mono- and diamination products, and the dependences of their yields on the nature of the initial amine and dihalobenzene and on the amount of base were examined. Side amination products were isolated, and paths of their formation were analyzed.

  DOI：

  10.1134/s1070428010120055

文献信息

• Arylation of adamantanamines: II. Palladium-catalyzed amination of dihalobenzenes with adamantylalkanamines
  作者：A. D. Averin、M. A. Ulanovskaya、A. K. Buryak、E. N. Savel’ev、B. S. Orlinson、I. A. Novakov、I. P. Beletskaya

  DOI：10.1134/s1070428010120055

  日期：2010.12

  Palladium-catalyzed arylation of various (1-adamantyl)alkanamines with isomeric (ortho, meta, and para) bromochloro- and dibromobenzenes was studied. Optimal catalytic systems were found for the synthesis of mono- and diamination products, and the dependences of their yields on the nature of the initial amine and dihalobenzene and on the amount of base were examined. Side amination products were isolated, and paths of their formation were analyzed.