2-Hydroxy-2-(pyridin-3-yl)-1-phenylethanone | 56709-45-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Hydroxy-2-(pyridin-3-yl)-1-phenylethanone
• 英文别名: Ethanone, 2-hydroxy-1-phenyl-2-(3-pyridinyl)-；2-hydroxy-1-phenyl-2-pyridin-3-ylethanone
• CAS: 56709-45-6
• 化学式: C₁₃H₁₁NO₂
• 分子量: 213.236
• InChiKey: KHIWOFSLCFBXLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-Cyano-1-phenyl-2-(pyridin-3-yl)-ethanediol hydrochloride 在 potassium carbonate 作用下， 以 水 、 叔丁醇 为溶剂， 反应 0.5h， 以95%的产率得到2-Hydroxy-2-(pyridin-3-yl)-1-phenylethanone
  参考文献：
  名称：

  Reductive coupling of benzoyl cyanide and carbonyl compounds by aqueous titanium(III) ions. A new convenient and selective access to the less stable mixed benzoins

  摘要：

  The reactive species formed by the Ti(III) ion reduction of benzoyl cyanide (1) adds to the C-atom of carbonyl compounds 2 under simple experimental conditions. The intermediate 1,2-diols 3 are smoothly converted, without isolation, into the less thermodynamically stable mixed benzoins 4, which are not accessible by the classical benzoin condensation. The possible mechanisms involved in the reaction are discussed.

  DOI：

  10.1021/jo00062a038

文献信息

• Reductive coupling of benzoyl cyanide and carbonyl compounds by aqueous titanium(III) ions. A new convenient and selective access to the less stable mixed benzoins
  作者：Angelo Clerici、Ombretta Porta

  DOI：10.1021/jo00062a038

  日期：1993.5

  The reactive species formed by the Ti(III) ion reduction of benzoyl cyanide (1) adds to the C-atom of carbonyl compounds 2 under simple experimental conditions. The intermediate 1,2-diols 3 are smoothly converted, without isolation, into the less thermodynamically stable mixed benzoins 4, which are not accessible by the classical benzoin condensation. The possible mechanisms involved in the reaction are discussed.