(E)-methyl 3-(4-(butylcarbamoyl)phenyl)acrylate

• 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: (E)-methyl 3-(4-(butylcarbamoyl)phenyl)acrylate
• 英文别名: methyl (E)-3-[4-(butylcarbamoyl)phenyl]prop-2-enoate
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: STZLGELJGGLFGO-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl (2E)-3-(4-acetylphenyl)acrylate 、 正丁胺 在 叔丁基过氧化氢 、 碘 作用下， 以 水 、 Petroleum ether 为溶剂， 反应 12.0h， 以76%的产率得到(E)-methyl 3-(4-(butylcarbamoyl)phenyl)acrylate
  参考文献：
  名称：

  Metal free amide synthesis via carbon–carbon bond cleavage

  摘要：

  A metal-free oxidative coupling of methyl ketones and primary amines to amides has been developed. The reaction tolerates a variety of functional groups, and is operationally simple. The reaction is proposed to go through a radical pathway to form the triiodomethyl ketone intermediate and the amide is formed by the nucleophilic attack of amine on triiodomethyl ketone carbonyl. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.11.003

文献信息

• Metal free amide synthesis via carbon–carbon bond cleavage
  作者：Chunyin Zhu、Wei Wei、Peng Du、Xiaobing Wan

  DOI：10.1016/j.tet.2014.11.003

  日期：2014.12

  A metal-free oxidative coupling of methyl ketones and primary amines to amides has been developed. The reaction tolerates a variety of functional groups, and is operationally simple. The reaction is proposed to go through a radical pathway to form the triiodomethyl ketone intermediate and the amide is formed by the nucleophilic attack of amine on triiodomethyl ketone carbonyl. (C) 2014 Elsevier Ltd. All rights reserved.