(Z)-2-(morpholin-4-ylmethyl)-3-phenylprop-2-enenitrile | 59729-04-3

• 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: (Z)-2-(morpholin-4-ylmethyl)-3-phenylprop-2-enenitrile
• CAS: 59729-04-3
• 化学式: C₁₄H₁₆N₂O
• 分子量: 228.294
• InChiKey: YPKBKTMOJMSVQN-GXDHUFHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  吗啉 、 在 水 作用下， 反应 0.25h， 以78%的产率得到(Z)-2-(morpholin-4-ylmethyl)-3-phenylprop-2-enenitrile
  参考文献：
  名称：

  Water-promoted highly regio- and stereoselective synthesis of α-dehydro-β-amino esters and nitriles from Baylis–Hillman acetates

  摘要：

  The nucleophilic addition of amines to Baylis-Hillman acetates has been efficiently carried out in water at room temperature in the absence of any base, acid, or metal catalyst to produce alpha-dehydro-beta-amino esters and nitriles. This procedure addresses a variety of aliphatic open-chain and cyclic amines and anilines. All the reactions are highly regio- and stereoselective, fast and high yielding. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.051

文献信息

• US4052553A
  申请人：——

  公开号：US4052553A

  公开（公告）日：1977-10-04
• Water-promoted highly regio- and stereoselective synthesis of α-dehydro-β-amino esters and nitriles from Baylis–Hillman acetates
  作者：Sudip Ghosh、Raju Dey、Kalicharan Chattopadhyay、Brindaban C. Ranu

  DOI：10.1016/j.tetlet.2009.06.051

  日期：2009.8

  The nucleophilic addition of amines to Baylis-Hillman acetates has been efficiently carried out in water at room temperature in the absence of any base, acid, or metal catalyst to produce alpha-dehydro-beta-amino esters and nitriles. This procedure addresses a variety of aliphatic open-chain and cyclic amines and anilines. All the reactions are highly regio- and stereoselective, fast and high yielding. (c) 2009 Elsevier Ltd. All rights reserved.