4-keto-2-phenylheptanoic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 4-keto-2-phenylheptanoic acid
• 英文别名: 4-Oxo-2-phenylheptanoic acid；4-oxo-2-phenylheptanoic acid
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: AVPDCCFNFKMAIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-苯基己-1-炔-3-酮 、 氰化钾 在 sodium tetrahydroborate 、 potassium tetracyanonickelate(II) 作用下， 以 水 为溶剂， 反应 12.0h， 以5%的产率得到2-phenyl-4-propyl-4-butyrolactone
  参考文献：
  名称：

  Synthesis of butyrolactones by nickel-catalyzed reductive cyanation of alkynols in water

  摘要：

  One-pot catalytic synthesis of butyrolactones from alkynols under mild conditions is described here. The methodology involves the use of the K-2[Ni(CN)(4)]/NaBH4 system in presence of KCN and water. According to the experimental evidences, a possible mechanism pathway is suggested, which involves the nickel-catalyzed reductive cyanation of alkynol, followed by nitrile hydration, reduction of double bond and lactonization. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.12.019

文献信息

• Synthesis of butyrolactones by nickel-catalyzed reductive cyanation of alkynols in water
  作者：José Luis García Gutiérrez、Federico Jiménez-Cruz、Noé Rosas Espinosa

  DOI：10.1016/j.tetlet.2004.12.019

  日期：2005.1

  One-pot catalytic synthesis of butyrolactones from alkynols under mild conditions is described here. The methodology involves the use of the K-2[Ni(CN)(4)]/NaBH4 system in presence of KCN and water. According to the experimental evidences, a possible mechanism pathway is suggested, which involves the nickel-catalyzed reductive cyanation of alkynol, followed by nitrile hydration, reduction of double bond and lactonization. (C) 2004 Elsevier Ltd. All rights reserved.