2-formyl-1-(4-methoxyphenyl)-1-butene | 58274-28-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: 2-formyl-1-(4-methoxyphenyl)-1-butene
• 英文别名: 2-[(4-Methoxyphenyl)methylidene]butanal
• CAS: 58274-28-5
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: WFWVWCYQZRJQSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-formyl-1-(4-methoxyphenyl)-1-butene 、 乙酸酐 在 iron(III) chloride 作用下， 反应 8.0h， 以25%的产率得到6-methoxy-2-ethyl-1H-inden-1-yl acetate
  参考文献：
  名称：

  Indanones and Indenols from 2-Alkylcinnamaldehydes via the Intramolecular Friedel−Crafts Reaction of Geminal Diacetates

  摘要：

  When treated with Ac(2)O at rt in the presence of 4-6 mol% FeCl(3), 2-alkylcinnamaldehydes are converted to 2-alkyl-1H-inden-1-yl acetates through the intermediacy of gemdiacetates. Methanolysis of the indenyl acetates yields the corresponding indenols, Saponification yields 2-alkylindanones, providing, in effect, an intramolecular acylation employing catalytic levels of acid.

  DOI：

  10.1021/jo900910b

文献信息

• Indanones and Indenols from 2-Alkylcinnamaldehydes via the Intramolecular Friedel−Crafts Reaction of Geminal Diacetates
  作者：Gary B. Womack、John G. Angeles、Vincent E. Fanelli、Brinda Indradas、Roger L. Snowden、Philippe Sonnay

  DOI：10.1021/jo900910b

  日期：2009.8.7

  When treated with Ac(2)O at rt in the presence of 4-6 mol% FeCl(3), 2-alkylcinnamaldehydes are converted to 2-alkyl-1H-inden-1-yl acetates through the intermediacy of gemdiacetates. Methanolysis of the indenyl acetates yields the corresponding indenols, Saponification yields 2-alkylindanones, providing, in effect, an intramolecular acylation employing catalytic levels of acid.