2-(4-chlorophenyl)-2-(piperidin-1-yl)acetonitrile | 64661-38-7

• 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: 2-(4-chlorophenyl)-2-(piperidin-1-yl)acetonitrile
• 英文别名: 2-(4-Chlorophenyl)-2-(1-piperidyl)acetonitrile；2-(4-chlorophenyl)-2-piperidin-1-ylacetonitrile
• CAS: 64661-38-7
• 化学式: C₁₃H₁₅ClN₂
• mdl: MFCD10005175
• 分子量: 234.728
• InChiKey: PPYDNPHTHIAPTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-chlorophenyl)-2-(piperidin-1-yl)acetonitrile 生成 [2-(4-chlorophenyl)-2-piperidin-1-ylethenylidene]azanide
  参考文献：
  名称：

  BORDWELL, F. G.;BAUSCH, MARK J.;CHENG, JIN-PEI;CRIPE, THONAS H.;LYNCH, TS+, J. ORG. CHEM., 55,(1990) N, C. 58-63

  摘要：

  DOI：
• 作为产物：
  描述：

  [2-(4-chlorophenyl)-2-piperidin-1-ylethenylidene]azanide 生成 2-(4-chlorophenyl)-2-(piperidin-1-yl)acetonitrile
  参考文献：
  名称：

  BORDWELL, F. G.;BAUSCH, MARK J.;CHENG, JIN-PEI;CRIPE, THONAS H.;LYNCH, TS+, J. ORG. CHEM., 55,(1990) N, C. 58-63

  摘要：

  DOI：

文献信息

• One‐Pot Synthesis of α‐Amino Nitrile Units through Alkylative Strecker Cyanation from Formamides
  作者：Bao Yu、Florent Bodinier、Maximiliene Saague‐Tenefo、Patrice Gerardo、Janick Ardisson、Marie‐Isabelle Lannou、Geoffroy Sorin

  DOI：10.1002/ejoc.202100418

  日期：2021.7.7

  Easy and straightforward access to α-amino nitrile units by one-pot synthesis through a reductive Strecker cyanation from readily available formamides. The reaction is broad in scope and the conditions are mild, inexpensive, and easy to set-up, providing numerous α-amino nitriles in good yields (34 examples, 41–94 % yield).

  通过从现成的甲酰胺中进行还原性 Strecker 氰化反应，通过一锅法合成，轻松直接地获得 α-氨基腈单元。该反应范围广泛，条件温和、价格低廉且易于设置，以良好的收率提供了大量 α-氨基腈（34 个实例，41-94% 的收率）。
• One-pot, solvent-free synthesis of α-aminonitriles under catalysis by magnesium bromide ethyl etherate
  作者：Mohammad M Mojtahedi、M Saeed Abaee、Hassan Abbasi

  DOI：10.1139/v06-024

  日期：2006.3.1

  the synthesis of α-aminonitriles from aldehydes, amines, and trimethylsilyl cyanide using a catalytic amount of magnesium bromide ethyl etherate in the absence of solvent. Rapid formation of products is observed at room temperature in a one-pot procedure under very mild conditions giving excellent yields of the title compounds.Key words: catalyzed Strecker's reaction, α-aminonitriles, magnesium bromide

  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。
• Magnetically separable g‐C ₃ N ₄ hybrid nanocomposite: Highly efficient and eco‐friendly recyclable catalyst for one‐pot synthesis of α‐aminonitriles
  作者：Najmedin Azizi、Elham Farhadi

  DOI：10.1002/aoc.4188

  日期：2018.3

  A magnetically separable graphitic carbon nitride nanocomposite (Fe3O4/g‐C3N4) as a catalyst for the three‐component condensation reactions of carbonyl compounds, amines and trimethylsilylcyanide was thoroughly investigated. The reaction of these three components was found to be efficient, economical and green and took place in the presence of a catalytic amount of the magnetically separable catalyst

  磁可分离的石墨氮化碳纳米复合材料（Fe 3 O 4 / g-C 3 N 4）作为羰基化合物，胺和三甲基甲硅烷基氰化物三组分缩合反应的催化剂进行了深入研究。发现这三种组分的反应是高效，经济和绿色的，反应是在催化量的磁可分离催化剂存在下进行的，以良好至极佳的产率产生相应的α-氨基腈。使用扫描电子显微镜，能量色散X射线和傅立叶变换红外光谱对制备的纳米复合材料进行表征。还发现该纳米复合材料是可重复使用的，可以容易地回收并重复使用几次而其催化活性没有明显降低。
• Steric inhibition of synergistic radical stabilizing effects
  作者：F. G. Bordwell、Mark J. Bausch、Jin Pei Cheng、Thomas H. Cripe、Tsuei Yun Lynch、Mark E. Mueller

  DOI：10.1021/jo00288a012

  日期：1990.1
• 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.