2,2-diphenyl-2-(N-4-methoxyphenylamino)acetonitrile | 1202914-01-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,2-diphenyl-2-(N-4-methoxyphenylamino)acetonitrile
• 英文别名: 2-(4-Methoxyanilino)-2,2-diphenylacetonitrile
• CAS: 1202914-01-9
• 化学式: C₂₁H₁₈N₂O
• 分子量: 314.387
• InChiKey: INIRFQYQJHZPEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 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 、 N-(4-methoxyphenyl)-1,1-diphenylmethanimine 以 乙二醇 为溶剂， 反应 48.0h， 以93%的产率得到2,2-diphenyl-2-(N-4-methoxyphenylamino)acetonitrile
  参考文献：
  名称：

  乙二醇：C的强大无催化剂介质？C键形成反应

  摘要：

  一个好的EG：乙二醇（EG）是可以促进α-CF的高效的Strecker反应无催化剂介质2 H或α-CF 3吨酮亚胺和TMSCN。EG用于多种反应，包括无催化剂的Morita-Baylis-Hillman反应。

  DOI：

  10.1002/asia.201200289

文献信息

• Solvent-free three component Strecker reaction of ketones using highly recyclable and hydrophobic sulfonic acid based nanoreactors
  作者：Babak Karimi、Daryoush Zareyee

  DOI：10.1039/b911388f

  日期：——

  An efficient and environmentally benign system was developed for the one-pot three-component Strecker reaction of ketones under solvent-free conditions, with the use of a highly recoverable SBA-15 supported sulfonic acid. Also findings concerning the effects of functionalized inert groups and silica backbone pore size on substrate scope, catalytic activity and recycling behavior of the catalysts were briefly discussed. The simple experimental and product isolation procedure accompanied by easy recovery and reusability of the catalyst could be considered as attractive features of this new protocol which will hopefully develop a clean strategy for the synthesis of α-amino nitriles.

  通过使用高回收率的 SBA-15 支承磺酸，开发出了一种高效且对环境无害的系统，用于在无溶剂条件下进行酮类化合物的一锅三组分 Strecker 反应。此外，还简要讨论了官能化惰性基团和二氧化硅骨架孔径对底物范围、催化活性和催化剂回收行为的影响。实验和产物分离过程简单，催化剂易于回收和重复使用，这些都是这一新方案的诱人之处，有望为 α-氨基腈的合成开发出一种清洁的策略。
• Magnetic Solid Sulfonic Acid Decorated with Hydrophobic Regulators: A Combinatorial and Magnetically Separable Catalyst for the Synthesis of α-Aminonitriles
  作者：Akbar Mobaraki、Barahman Movassagh、Babak Karimi

  DOI：10.1021/co500022g

  日期：2014.7.14

  A three-component, Strecker reaction of a series of aldehydes or ketones, amines, and trimethylsilyl cyanide for the synthesis of alpha-aminonitriles in the presence of a catalytic amount of a magnetic solid sulfonic acid catalyst, Fe3O4@SiO2@Me&Et-PhSO3H under solvent-free conditions have been investigated. This catalyst, with a combination of hydrophobicity and acidity on the Fe3O4@SiO2 core-shell of the magnetic nanobeads, as well as its water-resistant property, enabled easy mass transfer and catalytic activity in the Strecker reaction. The catalyst was easily separated by an external magnet and the recovered catalyst was reused in 6 successive reaction cycles without any significant loss of activity.