3-(2-methoxyphenyl)-2-methyl-3-(phenylamino)propanenitrile | 959106-77-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(2-methoxyphenyl)-2-methyl-3-(phenylamino)propanenitrile
• 英文别名: 3-(2-Methoxyphenyl)-2-methyl-3-phenylamino-propionitrile；3-anilino-3-(2-methoxyphenyl)-2-methylpropanenitrile
• CAS: 959106-77-5
• 化学式: C₁₇H₁₈N₂O
• 分子量: 266.343
• InChiKey: BSFYNMFGVDJXME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  45
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-1-(2-甲氧基苯基)-N-苯基甲亚胺 、 丙腈 在 (三甲基硅基)乙酸乙酯 、 4-甲氧基苯基氧化钠 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以92%的产率得到3-(2-methoxyphenyl)-2-methyl-3-(phenylamino)propanenitrile
  参考文献：
  名称：

  Product-Catalyzed Addition of Alkyl Nitriles to Unactivated Imines Promoted by Sodium Aryloxide/Ethyl(trimethylsilyl)acetate (ETSA) Combination

  摘要：

  The first transition-metal-free addition of alkyl nitriles to unactivated irnines was developed using a catalytic combination of 4-MeOC6H4CNa and TMSCH2CO2Et to promote the reaction. The corresponding beta-amino nitriles are obtained in good to almost quantitative isolated yields under mild conditions. A mechanism involving an autocatalytic pathway is proposed on the basis of experimental observations.

  DOI：

  10.1021/jo802763b

文献信息

• Product-Catalyzed Addition of Alkyl Nitriles to Unactivated Imines Promoted by Sodium Aryloxide/Ethyl(trimethylsilyl)acetate (ETSA) Combination
  作者：Thomas Poisson、Vincent Gembus、Sylvain Oudeyer、Francis Marsais、Vincent Levacher

  DOI：10.1021/jo802763b

  日期：2009.5.1

  The first transition-metal-free addition of alkyl nitriles to unactivated irnines was developed using a catalytic combination of 4-MeOC6H4CNa and TMSCH2CO2Et to promote the reaction. The corresponding beta-amino nitriles are obtained in good to almost quantitative isolated yields under mild conditions. A mechanism involving an autocatalytic pathway is proposed on the basis of experimental observations.