2-methyl-2-(4-methoxyphenyl)amino-4-phenylbutanenitrile | 1184741-21-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-methyl-2-(4-methoxyphenyl)amino-4-phenylbutanenitrile
• 英文别名: 2-(4-Methoxyanilino)-2-methyl-4-phenylbutanenitrile
• CAS: 1184741-21-6
• 化学式: C₁₈H₂₀N₂O
• 分子量: 280.37
• InChiKey: NQGJRHZEPJSJDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 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：

  三甲基氰硅烷 、 苄基丙酮 、 甲氧苯胺 在 mesoporous aluminosilicate Al-MCM-41 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以93%的产率得到2-methyl-2-(4-methoxyphenyl)amino-4-phenylbutanenitrile
  参考文献：
  名称：

  Al-MCM-41 catalyzed three-component Strecker-type synthesis of α-aminonitriles

  摘要：

  Mesoporous aluminosilicate (Al-MCM-41) efficiently catalyzed the three-component Strecker-type reaction of benzylacetone and aniline with trimethylsilyl cyanide in CH2Cl2 at room temperature to afford the corresponding alpha-aminonitrile in excellent yields (up to 97%). Mesoporous silica (MCM-41), amorphous SiO2-Al2O3, and H-Y and H-ZSM-5 zeolites also catalyzed this reaction, but gave the desired product in lower yields. The Al-MCM-41 catalyzed three-component Strecker-type reaction was applicable to a wide range of ketones, aldehydes, and amines. Furthermore, the Al-MCM-41 catalyst could be applied to a fixed-bed flow reactor: The desired alpha-aminonitrile derivative was constantly produced in nearly 80% yields for 48 h. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.001

文献信息

• Al-MCM-41 catalyzed three-component Strecker-type synthesis of α-aminonitriles
  作者：Katsuyuki Iwanami、Hana Seo、Jun-Chul Choi、Toshiyasu Sakakura、Hiroyuki Yasuda

  DOI：10.1016/j.tet.2010.01.001

  日期：2010.3

  Mesoporous aluminosilicate (Al-MCM-41) efficiently catalyzed the three-component Strecker-type reaction of benzylacetone and aniline with trimethylsilyl cyanide in CH2Cl2 at room temperature to afford the corresponding alpha-aminonitrile in excellent yields (up to 97%). Mesoporous silica (MCM-41), amorphous SiO2-Al2O3, and H-Y and H-ZSM-5 zeolites also catalyzed this reaction, but gave the desired product in lower yields. The Al-MCM-41 catalyzed three-component Strecker-type reaction was applicable to a wide range of ketones, aldehydes, and amines. Furthermore, the Al-MCM-41 catalyst could be applied to a fixed-bed flow reactor: The desired alpha-aminonitrile derivative was constantly produced in nearly 80% yields for 48 h. (C) 2010 Elsevier Ltd. All rights reserved.