N-(trans-dec-1-enyl)-trans-3-phenyl-acrylamide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: N-(trans-dec-1-enyl)-trans-3-phenyl-acrylamide
• 英文别名: (E)-N-[(E)-dec-1-enyl]-3-phenylprop-2-enamide
• 化学式: C₁₉H₂₇NO
• 分子量: 285.429
• InChiKey: ZWSLOWVDLXYSRY-JDWGSQHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (E)-1-iododec-1-ene 、 反-肉桂酰胺 在 copper(l) iodide 、 potassium carbonate 、 N,N'-二甲基乙二胺 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 以86%的产率得到N-(trans-dec-1-enyl)-trans-3-phenyl-acrylamide
  参考文献：
  名称：

  Copper-Catalyzed Coupling of Amides and Carbamates with Vinyl Halides

  摘要：

  A general and efficient copper-catalyzed method for the amidation of vinyl bromides and iodides has been developed. This protocol uses a combination of 5 mol % copper iodide and 20 mol % N,N'-dimethyl ethylenediamine. Substrates bearing ester, silyl ether, and amino groups were successfully coupled under the reaction conditions. The double bond geometry of the vinyl halides was retained under the reaction conditions.

  DOI：

  10.1021/ol035355c

文献信息

• Copper-Catalyzed Coupling of Amides and Carbamates with Vinyl Halides
  作者：Lei Jiang、Gabriel E. Job、Artis Klapars、Stephen L. Buchwald

  DOI：10.1021/ol035355c

  日期：2003.10.1

  A general and efficient copper-catalyzed method for the amidation of vinyl bromides and iodides has been developed. This protocol uses a combination of 5 mol % copper iodide and 20 mol % N,N'-dimethyl ethylenediamine. Substrates bearing ester, silyl ether, and amino groups were successfully coupled under the reaction conditions. The double bond geometry of the vinyl halides was retained under the reaction conditions.