tert-butyl-(3-hydroxycyclopentyl)acetate | 1609185-27-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl-(3-hydroxycyclopentyl)acetate
• 英文别名: Tert-butyl 2-(3-hydroxycyclopentyl)acetate
• CAS: 1609185-27-4
• 化学式: C₁₁H₂₀O₃
• 分子量: 200.278
• InChiKey: DGAJWLMASPOTFN-UHFFFAOYSA-N

物化性质

• 沸点：
  271.7±13.0 °C(Predicted)
• 密度：
  1.038±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl-(3-hydroxycyclopentyl)acetate 在 lithium hydroxide monohydrate 、 1% platinum on charcoal 、 水 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以28%的产率得到3-oxo-cyclopentaneacetic acid-tert-butyl ester
  参考文献：
  名称：

  Heterogeneous platinum catalytic aerobic oxidation of cyclopentane-1,2-diols to cyclopentane-1,2-diones

  摘要：

  A method for the aerobic oxidation of cyclopentane-1,2-diols to the corresponding diketones over a commercial heterogeneous Pt/C catalyst is described. Unsubstituted and 3- or 4-substituted cyclopentane-1,2-diols are oxidized to 1,2-dicarbonyl compounds in good yields under the reported optimized reaction conditions (atmospheric air, 1 mol % of catalyst, 1 equiv of LiOH, aqueous solvents and 60 degrees C temperature). The method is applicable for producing cyclopentane-1,2-diketones in a scalable manner. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.104
• 作为产物：
  描述：

  草酰氯 、 (3-hydroxycyclopentyl)acetic acid 、 potassium tert-butylate 以 苯 、 Petroleum ether 、 叔丁醇 为溶剂， 反应 21.0h， 以110mg的产率得到tert-butyl-(3-hydroxycyclopentyl)acetate
  参考文献：
  名称：

  Heterogeneous platinum catalytic aerobic oxidation of cyclopentane-1,2-diols to cyclopentane-1,2-diones

  摘要：

  A method for the aerobic oxidation of cyclopentane-1,2-diols to the corresponding diketones over a commercial heterogeneous Pt/C catalyst is described. Unsubstituted and 3- or 4-substituted cyclopentane-1,2-diols are oxidized to 1,2-dicarbonyl compounds in good yields under the reported optimized reaction conditions (atmospheric air, 1 mol % of catalyst, 1 equiv of LiOH, aqueous solvents and 60 degrees C temperature). The method is applicable for producing cyclopentane-1,2-diketones in a scalable manner. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.104