(E)-N-[2-(2,2-dimethoxyethyl)phenyl]-3-phenylprop-2-enamide | 201486-50-2

• 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)-N-[2-(2,2-dimethoxyethyl)phenyl]-3-phenylprop-2-enamide
• CAS: 201486-50-2
• 化学式: C₁₉H₂₁NO₃
• 分子量: 311.381
• InChiKey: AOPUPHZURKTVCN-OUKQBFOZSA-N

物化性质

• 沸点：
  476.5±45.0 °C(Predicted)
• 密度：
  1.151±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-N-[2-(2,2-dimethoxyethyl)phenyl]-3-phenylprop-2-enamide 在 4-甲基苯磺酸吡啶 作用下， 以 苯 为溶剂， 反应 0.67h， 以93%的产率得到(E)-1-(1H-indol-1-yl)-3-phenylprop-2-en-1-one
  参考文献：
  名称：

  2-(2-Aminophenyl)-acetaldehyde Dimethyl Acetal: A Novel Reagent for the Protection of Carboxylic Acids.

  摘要：

  The synthesis and use of 2-(2-aminophenyl)-acetaldehyde dimethyl acetal 1 are described. The amides 2, derived from this amine and carboxylic acids, are stable under basic conditions and thus can be regarded as the protected carboxylic acids. The corresponding carboxylic acids are regenerated by conversion of 2 into indolylamides 3 by treatment with CSA and subsequent hydrolysis with LiOOH or NaOH. In addition, 3 can be easily converted to esters, amides, and aldehydes. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10491-9
• 作为产物：
  描述：

  1-(2,2-二甲氧基乙基)-2-硝基苯 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 (E)-N-[2-(2,2-dimethoxyethyl)phenyl]-3-phenylprop-2-enamide
  参考文献：
  名称：

  2-(2-Aminophenyl)-acetaldehyde Dimethyl Acetal: A Novel Reagent for the Protection of Carboxylic Acids.

  摘要：

  The synthesis and use of 2-(2-aminophenyl)-acetaldehyde dimethyl acetal 1 are described. The amides 2, derived from this amine and carboxylic acids, are stable under basic conditions and thus can be regarded as the protected carboxylic acids. The corresponding carboxylic acids are regenerated by conversion of 2 into indolylamides 3 by treatment with CSA and subsequent hydrolysis with LiOOH or NaOH. In addition, 3 can be easily converted to esters, amides, and aldehydes. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10491-9

文献信息

• 2-(2-Aminophenyl)-acetaldehyde Dimethyl Acetal: A Novel Reagent for the Protection of Carboxylic Acids.
  作者：Eri Arai、Hidetoshi Tokuyama、Martin S Linsell、Tohru Fukuyama

  DOI：10.1016/s0040-4039(97)10491-9

  日期：1998.1

  The synthesis and use of 2-(2-aminophenyl)-acetaldehyde dimethyl acetal 1 are described. The amides 2, derived from this amine and carboxylic acids, are stable under basic conditions and thus can be regarded as the protected carboxylic acids. The corresponding carboxylic acids are regenerated by conversion of 2 into indolylamides 3 by treatment with CSA and subsequent hydrolysis with LiOOH or NaOH. In addition, 3 can be easily converted to esters, amides, and aldehydes. (C) 1997 Elsevier Science Ltd. All rights reserved.