3-(hydroxy(phenyl)methyl)thiophen-2(5H)-one | 1160434-55-8

• 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: 3-(hydroxy(phenyl)methyl)thiophen-2(5H)-one
• 英文别名: 4-[hydroxy(phenyl)methyl]-2H-thiophen-5-one
• CAS: 1160434-55-8
• 化学式: C₁₁H₁₀O₂S
• 分子量: 206.265
• InChiKey: VZXDLFKZFYBUOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2(5H)-噻吩酮 、 苯甲醛 在 4-二甲氨基吡啶 、 四甲基乙二胺 、 magnesium iodide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以92%的产率得到3-(hydroxy(phenyl)methyl)thiophen-2(5H)-one
  参考文献：
  名称：

  Acceleration of the Morita−Baylis−Hillman Reaction by a Simple Mixed Catalyst System

  摘要：

  By using a catalytic amount of 4-dimethylaminopyridine (DMAP) as a nucleophile in the presence of an equal amount of tetramethylethylenediamine (TMEDA) and MgI2, Morita-Baylis-Hillman adducts can be obtained in good to excellent yields from various aromatic and aliphatic aldehydes and cyclic enones/enoates at room temperature after convenient reaction times.

  DOI：

  10.1021/jo900603w

文献信息

• Acceleration of the Morita−Baylis−Hillman Reaction by a Simple Mixed Catalyst System
  作者：Alejandro Bugarin、Brian T. Connell

  DOI：10.1021/jo900603w

  日期：2009.6.19

  By using a catalytic amount of 4-dimethylaminopyridine (DMAP) as a nucleophile in the presence of an equal amount of tetramethylethylenediamine (TMEDA) and MgI2, Morita-Baylis-Hillman adducts can be obtained in good to excellent yields from various aromatic and aliphatic aldehydes and cyclic enones/enoates at room temperature after convenient reaction times.