7-hydroxy-1-(4-methoxyphenyl)-3,7-dimethyloctan-1-one | 72960-20-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-hydroxy-1-(4-methoxyphenyl)-3,7-dimethyloctan-1-one
• CAS: 72960-20-4
• 化学式: C₁₇H₂₆O₃
• 分子量: 278.392
• InChiKey: YSNWMXWDJXCGMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  羟基香茅醛 、 4-氯苯甲醚 在 四氢吡咯 、 2-(di-tert-butylphosphino)-1-(2-methoxyphenyl)-1H-pyrrole 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 4.0h， 以72%的产率得到7-hydroxy-1-(4-methoxyphenyl)-3,7-dimethyloctan-1-one
  参考文献：
  名称：

  Direct Acylation of Aryl Chlorides with Aldehydes by Palladium−Pyrrolidine Co-catalysis

  摘要：

  A palladium catalyst system has been developed that allows for the direct acylation of aryl chlorides with aldehydes. The choice of ligand, as well as the presence of pyrrolidine and molecular sieves is shown to be critical to the catalysis, which appears to proceed via an enamine intermediate. The reaction was successful for a wide range of aryl chlorides and tolerant of functionality on the aldehyde component, giving easy access to alkyl aryl ketones in modest to good yields.

  DOI：

  10.1021/ol101466g

文献信息

• Direct Acylation of Aryl Chlorides with Aldehydes by Palladium−Pyrrolidine Co-catalysis
  作者：Paul Colbon、Jiwu Ruan、Mark Purdie、Jianliang Xiao

  DOI：10.1021/ol101466g

  日期：2010.8.20

  A palladium catalyst system has been developed that allows for the direct acylation of aryl chlorides with aldehydes. The choice of ligand, as well as the presence of pyrrolidine and molecular sieves is shown to be critical to the catalysis, which appears to proceed via an enamine intermediate. The reaction was successful for a wide range of aryl chlorides and tolerant of functionality on the aldehyde component, giving easy access to alkyl aryl ketones in modest to good yields.