2-n-propyl-2-(N-pyrrolidinyl)acetonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 2-n-propyl-2-(N-pyrrolidinyl)acetonitrile
• 英文别名: 2-n-propyl-2-(N-pyrrolidino)acetonitrile；2-(pyrrolidin-1-yl)pentanenitrile；2-pyrrolidin-1-ylpentanenitrile
• 化学式: C₉H₁₆N₂
• 分子量: 152.239
• InChiKey: SKILAAGFXJVVJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  四氢吡咯 、 三甲基氰硅烷 、 正丁醛 在 magnesium bromide 作用下， 反应 0.08h， 以91%的产率得到2-n-propyl-2-(N-pyrrolidinyl)acetonitrile
  参考文献：
  名称：

  溴化镁乙基醚合物催化一锅法无溶剂合成α-氨基腈

  摘要：

  已经开发了一种三组分、高效且简便的方法，用于在没有溶剂的情况下，使用催化量的溴化镁乙基醚合物从醛、胺和三甲基氰基氰化物合成 α-氨基腈。在非常温和的条件下，在室温下在一锅法中观察到产物的快速形成，标题化合物的产率很高。关键词：催化斯特雷克反应，α-氨基腈，溴化镁，无溶剂。

  DOI：

  10.1139/v06-024

文献信息

• Indium trichloride catalyzed one-step synthesis of α-amino nitriles by a three-component condensation of carbonyl compounds, amines and potassium cyanide
  作者：Brindaban C Ranu、Suvendu S Dey、Alakananda Hajra

  DOI：10.1016/s0040-4020(02)00132-1

  日期：2002.3

  A simple and general method has been developed for the synthesis of α-aminonitriles by a one-pot three-component condensation of aldehydes or ketones, amines and potassium cyanide in THF in presence of a catalytic amount of indium trichloride.

  已经开发了一种简单且通用的方法，该方法是在催化量的三氯化铟存在下，在THF中通过一锅三组分缩合醛或酮，胺和氰化钾来合成α-氨基腈。
• Praseodymium Trifluoromethylsulfonate as an Efficient and Recyclable Catalyst for the Synthesis of α‐Aminonitriles
  作者：Surya K. De、Richard A. Gibbs

  DOI：10.1081/scc-200051702

  日期：2005.4.1

  Abstract Praseodymium trifluoromethylsulfonate (triflate) has been found to be an efficient and recyclable catalyst for the synthesis of α‐aminonitrile by a one‐pot, three‐component condensation of aldehydes, amines, and trimethylsilyl cyanide at room temperature.

  摘要 三氟甲基磺酸镨 (triflate) 已被发现是一种高效且可回收的催化剂，用于在室温下通过醛、胺和三甲基氰化硅烷的单锅三组分缩合反应合成 α-氨基腈。
• Iodine as a novel and efficient reagent for the synthesis of α-aminonitriles by a three-component condensation of carbonyl compounds, amines, and trimethylsilyl cyanide
  作者：Laurel Royer、Surya K. De、Richard A. Gibbs

  DOI：10.1016/j.tetlet.2005.05.005

  日期：2005.7

  A straightforward and general method has been developed for the synthesis of α-aminonitriles by simply combining aldehydes or ketones, amines, and trimethylsilyl cyanides in the presence of a catalytic amount of molecular iodine at room temperature.

  通过在室温下在催化量的分子碘的存在下，简单地将醛或酮，胺和三甲基甲硅烷基氰化物结合起来，已经开发出一种简单而通用的合成α-氨基腈的方法。
• Superparamagnetic iron oxide as an efficient catalyst for the one-pot, solvent-free synthesis of α-aminonitriles
  作者：Mohammad M. Mojtahedi、M. Saeed Abaee、Tooba Alishiri

  DOI：10.1016/j.tetlet.2009.02.199

  日期：2009.5

  Superparamagnetic Fe3O4 is shown to act as a very efficient catalyst for the one-pot, three-component synthesis of alpha-aminonitriles from aldehydes, amines, and TMSCN. The catalyst is easily recovered by the use of an external magnet and reused in several reactions without any noticeable loss of activity. The products are obtained rapidly at room temperature in good purity upon separation of the catalyst and evaporation of the volatiles of the reaction mixture. (C) 2009 Elsevier Ltd. All rights reserved.
• Vanadyl Triflate as an Efficient and Recyclable Catalyst for the Synthesis of α‐Aminonitriles
  作者：Surya Kanta De

  DOI：10.1081/scc-200061547

  日期：2005.6.1

  Vanadyl triflate to catalyzed Strecker-type reactions were successfully carried out by simply mixing aldehydes, amines, and trimethylsilyl cyanide at room temperature to afford alpha-aminonitriles in good yields.