(E)-3-(4-hydroxy-3-methoxyphenyl)allyl palmitate | 156332-23-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-3-(4-hydroxy-3-methoxyphenyl)allyl palmitate
• 英文别名: [(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enyl] hexadecanoate
• CAS: 156332-23-9
• 化学式: C₂₆H₄₂O₄
• 分子量: 418.617
• InChiKey: YIBOXUZUHGOJRD-WUKNDPDISA-N

物化性质

• 沸点：
  543.1±45.0 °C(predicted)
• 密度：
  0.995±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  30
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丁香酚 、 棕榈酸 在 tetrakis(acetonitrile)palladium(II) bis(tetrafluoroborate) 、 二甲基亚砜 、 N,N-二异丙基乙胺 、 苯基-P-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以65%的产率得到(E)-3-(4-hydroxy-3-methoxyphenyl)allyl palmitate
  参考文献：
  名称：

  Synthesis of Complex Allylic Esters via C−H Oxidation vs C−C Bond Formation

  摘要：

  A highly general, predictably selective C H oxidation method for the direct, catalytic synthesis of complex allylic esters is introduced. This Pd(II)/sulfoxide-catalyzed method allows a wide range of complex aryl and alkyl carboxylic acids to couple directly with terminal olefins to furnish (E)-allylic esters in synthetically useful yields and selectivities (1 6 examples, EIZ L- 10:1) and without the use of stoichiometric coupling reagents or unstable intermediates. Strategic advantages of constructing allylic esters via C H oxidation vs C C bond-forming methods are evaluated and discussed in four "case studies".

  DOI：

  10.1021/ja104826g

文献信息

• US4464290A
  申请人：——

  公开号：US4464290A

  公开（公告）日：1984-08-07
• Synthesis of Complex Allylic Esters via C−H Oxidation vs C−C Bond Formation
  作者：Nicolaas A. Vermeulen、Jared H. Delcamp、M. Christina White

  DOI：10.1021/ja104826g

  日期：2010.8.18

  A highly general, predictably selective C H oxidation method for the direct, catalytic synthesis of complex allylic esters is introduced. This Pd(II)/sulfoxide-catalyzed method allows a wide range of complex aryl and alkyl carboxylic acids to couple directly with terminal olefins to furnish (E)-allylic esters in synthetically useful yields and selectivities (1 6 examples, EIZ L- 10:1) and without the use of stoichiometric coupling reagents or unstable intermediates. Strategic advantages of constructing allylic esters via C H oxidation vs C C bond-forming methods are evaluated and discussed in four "case studies".