N-benzyl-N-methyl-1-(oct-1-yn-1-yl)cyclohexan-1-amine | 1404592-40-0

• 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: N-benzyl-N-methyl-1-(oct-1-yn-1-yl)cyclohexan-1-amine
• 英文别名: N-benzyl-1-(oct-1-yn-1-yl)-N-methylcyclohexanamine；N-benzyl-N-methyl-1-oct-1-ynylcyclohexan-1-amine
• CAS: 1404592-40-0
• 化学式: C₂₂H₃₃N
• 分子量: 311.511
• InChiKey: WWXKJMHAYFTVDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-辛炔 、 环己酮 、 N-甲基苄胺 在 copper dichloride 作用下， 反应 4.0h， 以88%的产率得到N-benzyl-N-methyl-1-(oct-1-yn-1-yl)cyclohexan-1-amine
  参考文献：
  名称：

  Copper(ii) catalysis provides cyclohexanone-derived propargylamines free of solvent or excess starting materials: sole by-product is water

  摘要：

  一种高产率的三组分反应在温和、无溶剂的条件下进行，以获得多种完全取代的丙炔胺。廉价的氯化铜(II)催化等摩尔量的胺、炔烃和环己酮的偶联反应，唯一的副产品是一摩尔水。

  DOI：

  10.1039/c2gc35713e

文献信息

• Synthesis of tetrasubstituted propargylamines from cyclohexanone by solvent-free copper(<scp>ii</scp>) catalysis
  作者：Zachary L. Palchak、Daniel J. Lussier、Conor J. Pierce、Catharine H. Larsen

  DOI：10.1039/c4gc02318h

  日期：——

  By heating copper(ii) chloride with cyclohexanone, an amine, and a terminal alkyne, this multicomponent coupling proceeds in high yield with no waste from excess starting materials, solvents, ligands, or other additives. The reaction is found to be first order in catalyst and in each starting material.

  通过加热铜（II）氯化物与环己酮、胺和末端炔烃，这种多组分偶联反应在高收率下进行，无需过量起始物质、溶剂、配体或其他添加剂，反应中催化剂和每种起始物质的反应均为一阶反应。
• The KA2 coupling reaction under green, solventless, heterogeneous catalysis
  作者：Giovanna Bosica、Roderick Abdilla

  DOI：10.1016/j.molcata.2016.09.028

  日期：2017.1

  Amberlyst A-21 supported Cul was found to be highly efficient novel heterogeneous catalyst for the three-component reaction between ketones, amines and alkynes, commonly called KA(2)-coupling. This inexpensive, easy-to-prepare, simple and recyclable catalyst has been employed in solventless conditions in the KA(2) coupling reaction involving both primary and secondary amines, ketones and various alkynes. The secondary and tertiary propargylamine products were obtained in good to excellent results in moderate reaction times. (C) 2016 Elsevier B.V. All rights reserved.