2-(2-allyl-3,4-dimethoxyphenoxy)-1-(4-chlorophenyl)ethanone | 1194403-36-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2-allyl-3,4-dimethoxyphenoxy)-1-(4-chlorophenyl)ethanone
• CAS: 1194403-36-5
• 化学式: C₁₉H₁₉ClO₄
• 分子量: 346.81
• InChiKey: ABIMGSOWMADZKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.65
• 重原子数：
  24.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-(2-allyl-3,4-dimethoxyphenoxy)-1-(4-chlorophenyl)ethanone 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以87.6%的产率得到2-(2-allyl-3,4-dimethoxyphenoxy)-1-(4-chlorophenyl)ethanone
  参考文献：
  名称：

  Synthesis of substituted 2-aroyl-3-methylchromen-4-ones from isovanillin via 2-aroyl-3-methylchroman intermediates

  摘要：

  The synthesis of Substituted 2-aroyl-3-methylchromen-4-one from isovanillin is described. O-Allylphenol (2) prepared from isovanillin (1) was allowed to react with various alpha-bromoacetophenone (3) to produce 2-(2-allyl-3,4-dimethoxy)phenoxy-1-aroylethanones (4). The resultant 4 were treated with 2 equiv of potassium tert-butoxide to afford the substituted 2-aroyl-3-methylchromans (5) through an isomerization of an allylic double bond and a carbanion-olefin intramolecular 6-endo-trig cyclization reaction. Subsequently, resultant 5 were oxidized with DDQ to yield the title compound 6, in good over-all yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.08.043