N-(2-chlorophenyl)adamantan-1-amine | 1242064-77-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(2-chlorophenyl)adamantan-1-amine
• CAS: 1242064-77-2
• 化学式: C₁₆H₂₀ClN
• 分子量: 261.794
• InChiKey: QXKBSUOEDJVIHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  2-溴氯苯 、 金刚烷胺 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 sodium t-butanolate 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 作用下， 以 1,4-二氧六环 为溶剂， 反应 7.0h， 以57%的产率得到N-(2-chlorophenyl)adamantan-1-amine
  参考文献：
  名称：

  Palladium-catalyzed amination of isomeric dihalobenzenes with 1- and 2-aminoadamantanes

  摘要：

  Palladium-catalyzed amination of isomeric bromochloro- and dibromobenzenes with 1- and 2-aminoadamantanes was studied. The best yields of the corresponding monoamination products were obtained in the reactions of 2-aminoadamantane with bromochlorobenzenes. The arylation of 1-aminoadamantane was successful in the presence of donor phosphine ligand. The amination of o- and m-dibromobenzenes was strongly complicated by formation of diamination products. Conditions ensuring predominant formation of the latter were found. The arylation of 2-aminoadamantane was accompanied by oxidation of the initial amine and reduction of aryl halide.

  DOI：

  10.1134/s1070428010010069

文献信息

• Palladium-catalyzed amination of isomeric dihalobenzenes with 1- and 2-aminoadamantanes
  作者：A. D. Averin、M. A. Ulanovskaya、V. V. Kovalev、A. K. Buryak、B. S. Orlinson、I. A. Novakov、I. P. Beletskaya

  DOI：10.1134/s1070428010010069

  日期：2010.1

  Palladium-catalyzed amination of isomeric bromochloro- and dibromobenzenes with 1- and 2-aminoadamantanes was studied. The best yields of the corresponding monoamination products were obtained in the reactions of 2-aminoadamantane with bromochlorobenzenes. The arylation of 1-aminoadamantane was successful in the presence of donor phosphine ligand. The amination of o- and m-dibromobenzenes was strongly complicated by formation of diamination products. Conditions ensuring predominant formation of the latter were found. The arylation of 2-aminoadamantane was accompanied by oxidation of the initial amine and reduction of aryl halide.