ethyl 4-(2,4-dimethoxyphenyl)-2-methylpent-4-enoate | 1159205-62-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 4-(2,4-dimethoxyphenyl)-2-methylpent-4-enoate
• 英文别名: Ethyl 4-(2,4-dimethoxyphenyl)-2-methylpent-4-enoate
• CAS: 1159205-62-5
• 化学式: C₁₆H₂₂O₄
• 分子量: 278.348
• InChiKey: GGSPNAQQYDSXGX-UHFFFAOYSA-N

物化性质

• 沸点：
  386.0±37.0 °C(predicted)
• 密度：
  1.032±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基-4-戊烯酸乙酯 、 2,4-二甲氧基苯甲酸 在 氧气 、 palladium diacetate 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 120.0 ℃ 、101.33 kPa 条件下， 反应 10.0h， 生成 (E)-ethyl 2-methyl-5-(2,4-dimethoxyphenyl)pent-4-enoate 、 (E)-ethyl 5-(2,4-dimethoxyphenyl)-2-methylpent-3-enoate 、 ethyl 4-(2,4-dimethoxyphenyl)-2-methylpent-4-enoate
  参考文献：
  名称：

  Pd-Catalyzed Dearboxylative Heck Coupling with Dioxygen as the Terminal Oxidant

  摘要：

  Pd-catalyzed decarboxylative Heck coupling of aromatic carboxylic acids with various olefins is developed using O-2 as the terminal oxidant. Enhancement of O-2 pressure leads to improving reaction turnover in this transformation and allows significantly reducing catalyst loading for efficient conversion of electron-rich benzoic acids. A Pd catalyst supported by a carbene ligand enables using electron-deficient benzoic acids as coupling partners.

  DOI：

  10.1021/ol102158n

文献信息

• Pd(O₂CCF₃)₂/Benzoquinone: A Versatile Catalyst System for the Decarboxylative Olefination of Arene Carboxylic Acids
  作者：Peng Hu、Jian Kan、Weiping Su、Maochun Hong

  DOI：10.1021/ol9007553

  日期：2009.6.4

  A versatile palladium catalyst system was developed to effect the decarboxylative Heck coupling of a variety of arenecarboxylic acids with a wide range of olefins. The key to obtaining the efficient catalyst system is the use of 1-adamatanecarboxylic acid as additive. Alkyl-substituted olefins with coordinating groups were observed to provide significantly improved regioselectivity compared with other alkyl-substituted olefins lacking coordinating groups, and the acetate group of allylic ester was also tolerated in this reaction.
• Pd-Catalyzed Dearboxylative Heck Coupling with Dioxygen as the Terminal Oxidant
  作者：Zhengjiang Fu、Shijun Huang、Weiping Su、Maochun Hong

  DOI：10.1021/ol102158n

  日期：2010.11.5

  Pd-catalyzed decarboxylative Heck coupling of aromatic carboxylic acids with various olefins is developed using O-2 as the terminal oxidant. Enhancement of O-2 pressure leads to improving reaction turnover in this transformation and allows significantly reducing catalyst loading for efficient conversion of electron-rich benzoic acids. A Pd catalyst supported by a carbene ligand enables using electron-deficient benzoic acids as coupling partners.