(E)-N-(2-hydroxyethyl)-3-acetylcinnamamide | 1494407-58-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-N-(2-hydroxyethyl)-3-acetylcinnamamide
• 英文别名: (E)-3-(3-acetylphenyl)-N-(2-hydroxyethyl)prop-2-enamide
• CAS: 1494407-58-7
• 化学式: C₁₃H₁₅NO₃
• 分子量: 233.267
• InChiKey: CPOKOWVKTMAHIA-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-methyl 3-acetylcinnamate 、 C.I.酸性橙108 在 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以92%的产率得到(E)-N-(2-hydroxyethyl)-3-acetylcinnamamide
  参考文献：
  名称：

  Sodium carbonate mediated regioselective synthesis of novel N-(hydroxyalkyl)cinnamamides

  摘要：

  A synthetic protocol for the direct synthesis of N-(hydroxyalkyl)cinnamamides from cinnamates and aminoalcohols in the presence of sodium carbonate as the base is presented. A wide variety of N-(hydroxyallcyl)cinnamamides were isolated in up to 99% yields. The reaction is highly regioselective and yields only N-acylated products by 1,2-addition of aminoalcohols to cinnamates. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.10.086

文献信息

• Sodium carbonate mediated regioselective synthesis of novel N-(hydroxyalkyl)cinnamamides
  作者：Parul Garg、Marilyn Daisy Milton

  DOI：10.1016/j.tetlet.2013.10.086

  日期：2013.12

  A synthetic protocol for the direct synthesis of N-(hydroxyalkyl)cinnamamides from cinnamates and aminoalcohols in the presence of sodium carbonate as the base is presented. A wide variety of N-(hydroxyallcyl)cinnamamides were isolated in up to 99% yields. The reaction is highly regioselective and yields only N-acylated products by 1,2-addition of aminoalcohols to cinnamates. (C) 2013 Elsevier Ltd. All rights reserved.