1-(2-Furyl)-4-hydroxy-1-pentanon | 58307-51-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-Furyl)-4-hydroxy-1-pentanon
• 英文别名: 1-(Furan-2-yl)-4-hydroxypentan-1-one；1-(furan-2-yl)-4-hydroxypentan-1-one
• CAS: 58307-51-0
• 化学式: C₉H₁₂O₃
• 分子量: 168.192
• InChiKey: RIYGMFRSOBXENM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  50.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  呋喃甲酰氯 、 4-(butyltelluro)butan-2-ol 在 正丁基锂 、 zinc(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 以58%的产率得到1-(2-Furyl)-4-hydroxy-1-pentanon
  参考文献：
  名称：

  Functionalized organozincates and organocuprates derived from γ-hydroxytellurides in the preparation of 1,4-hydroxyketones

  摘要：

  A C-O-dianionic zincate was generated by a Te/Li exchange reaction of an alkyltelluride, followed by Li/Zn transmetallation and reaction with methyllithium. The reaction between the enantiomerically pure (99% ee) (R)-dianionic zincate and benzoyl chloride led to 3-hydroxy-1-phenyl pentanone with total retention of the carbon configuration (99% ee). Similar results were obtained using the corresponding Lipshutz cyanocuprates. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.097

文献信息

• Functionalized organozincates and organocuprates derived from γ-hydroxytellurides in the preparation of 1,4-hydroxyketones
  作者：Jefferson L. Princival、Alcindo A. Dos Santos、João V. Comasseto

  DOI：10.1016/j.tetlet.2009.08.097

  日期：2009.11

  A C-O-dianionic zincate was generated by a Te/Li exchange reaction of an alkyltelluride, followed by Li/Zn transmetallation and reaction with methyllithium. The reaction between the enantiomerically pure (99% ee) (R)-dianionic zincate and benzoyl chloride led to 3-hydroxy-1-phenyl pentanone with total retention of the carbon configuration (99% ee). Similar results were obtained using the corresponding Lipshutz cyanocuprates. (C) 2009 Elsevier Ltd. All rights reserved.