4-(oct-2-ynyl)morpholine | 1224935-60-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4-(oct-2-ynyl)morpholine
• 英文别名: 4-(oct-2-yn-1-yl)morpholine；N-(oct-2-ynyl)morpholine；4-oct-2-ynylmorpholine
• CAS: 1224935-60-7
• 化学式: C₁₂H₂₁NO
• 分子量: 195.305
• InChiKey: BCGLPXHZSIXBIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  双吗啉甲烷 、 1-庚炔 在 copper(l) chloride 作用下， 反应 6.0h， 以51%的产率得到4-(oct-2-ynyl)morpholine
  参考文献：
  名称：

  Synthesis of 2,3-acetylenic amines by aminomethylation of acetylenes with geminal diamines

  摘要：

  A general and effective procedure has been developed for the synthesis of symmetrical and unsym- metrical 2,3-acetylenic amines by aminomethylation of terminal mono- and diacetylenes with geminal diamines in the presence of transition metal salts and complexes.

  DOI：

  10.1134/s1070428010010021

文献信息

• Continuous flow reactions in water for the synthesis of propargylamines via a metal-free decarboxylative coupling reaction
  作者：Bongkyun Jung、Kyungho Park、Kwang Ho Song、Sunwoo Lee

  DOI：10.1016/j.tetlet.2015.06.029

  日期：2015.8

  A range of propargylamines was synthesized via the metal-free decarboxylative coupling of alkynyl carboxylic acids with amines and paraformaldehyde in water, using a continuous flow reaction system. Aryl- and alkyl-substituted propiolic acids were found to react with secondary amines in the presence of paraformaldehyde, at 140 °C in water to give the desired propargylamines in good yield.

  使用连续流动反应系统，通过炔基羧酸与胺和多聚甲醛在水中的无金属脱羧偶联，合成了一系列炔丙基胺。发现芳基和烷基取代的丙酸在低聚甲醛存在下于140°C的水中与仲胺反应，以良好的收率得到所需的炔丙基胺。
• A simple method for the preparation of propargylamines using molecular sieve modified with copper(ii)
  作者：Anna Fodor、Árpád Kiss、Nóra Debreczeni、Zoltán Hell、Iván Gresits

  DOI：10.1039/c0ob00224k

  日期：——

  A new, heterogeneous, 4 Å molecular sieve-supported copper(II) catalyst was developed and was used successfully in the A3 coupling of alkynes, aldehydes and amines under simple reaction conditions.

  我们开发了一种新型、异质、4 Å 分子筛支撑的铜（II）催化剂，并在简单的反应条件下成功用于炔、醛和胺的 A3 偶联反应。
• Metal-Free Decarboxylative Three-Component Coupling Reaction for the Synthesis of Propargylamines
  作者：Kyungho Park、Yumi Heo、Sunwoo Lee

  DOI：10.1021/ol401358t

  日期：2013.7.5

  A metal-free decarboxylative three-component coupling reaction was developed. When alkynyl carboxylic acids, paraformaldehyde, and amines were reacted in CH3CN at 65 degrees C for 3 h, the desired propargylamines were obtained in good yields. This coupling reaction also showed good yield in water solvent. This reaction showed higher selectivity toward alkynyl carboxylic acids than a terminal alkyne.