methyl 4-(4-hydroxymethyl-phenyl)-2-butynoate | 1149391-11-6

• 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: methyl 4-(4-hydroxymethyl-phenyl)-2-butynoate
• 英文别名: Methyl 4-[4-(hydroxymethyl)phenyl]but-2-ynoate
• CAS: 1149391-11-6
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: FMRIKEDKBGPFGU-UHFFFAOYSA-N

物化性质

• 沸点：
  381.7±30.0 °C(predicted)
• 密度：
  1.184±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  4-(氯甲基)苯甲基醇 、 丙炔酸甲酯 在 copper(l) iodide 、 四丁基碘化铵 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以45%的产率得到methyl 4-(4-hydroxymethyl-phenyl)-2-butynoate
  参考文献：
  名称：

  Operationally Simple Copper-Promoted Coupling of Terminal Alkynes with Benzyl Halides

  摘要：

  Benzyl chlorides and bromides are shown to undergo copper-promoted coupling with a variety of terminal alkynes including, for the first time, electron-poor acetylenes such as methyl propiolate. The reaction permits easy access to a wide range of (functionalized) benzyl-substituted propiolates (as well as several related alkynes) from commercially available benzyl halides. These products should in turn function as useful building blocks for the synthesis of previously inaccessible (functionalized) benzyl-substituted heterocycles.

  DOI：

  10.1021/jo900444x

文献信息

• Operationally Simple Copper-Promoted Coupling of Terminal Alkynes with Benzyl Halides
  作者：Katherine A. Davies、Ryan C. Abel、Jeremy E. Wulff

  DOI：10.1021/jo900444x

  日期：2009.5.15

  Benzyl chlorides and bromides are shown to undergo copper-promoted coupling with a variety of terminal alkynes including, for the first time, electron-poor acetylenes such as methyl propiolate. The reaction permits easy access to a wide range of (functionalized) benzyl-substituted propiolates (as well as several related alkynes) from commercially available benzyl halides. These products should in turn function as useful building blocks for the synthesis of previously inaccessible (functionalized) benzyl-substituted heterocycles.