2-[1-(tetrahydrofuran-2-yl)cyclohexyl]ethanol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢呋喃
• 英文名称: 2-[1-(tetrahydrofuran-2-yl)cyclohexyl]ethanol
• 英文别名: 2-[1-(Oxolan-2-yl)cyclohexyl]ethanol；2-[1-(oxolan-2-yl)cyclohexyl]ethanol
• 化学式: C₁₂H₂₂O₂
• 分子量: 198.305
• InChiKey: IGVCWEXSMSZLFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  四氢呋喃 、 2-环己基亚基-乙醇 在 甲基溴化镁 、 二苯甲酮 作用下， 以 苯 为溶剂， 反应 118.5h， 以48%的产率得到2-[1-(tetrahydrofuran-2-yl)cyclohexyl]ethanol
  参考文献：
  名称：

  四氢呋喃与 γ,γ-二取代烯丙醇的镁-醇盐定向光加成反应

  摘要：

  Magnesium-alkoxide directed photoaddition of tetrahydrofurans to gamma,gamma-disubstituted allylic alcohols was achieved. When the allylic alcohols were treated with Grignard reagent in THF under light, the corresponding gamma-(2-tetrahydrofuryl) substituted alcohols were regioselectively obtained in up to 82% yield. The conversion of the hydroxyl group to the corresponding bromomagnesium alkoxide was crucial.

  DOI：

  10.3987/com-15-s(t)65

文献信息

• Magnesium-Alkoxide Directed Photoaddition of Tetrahydrofurans to γ,γ-Disubstituted Allylic Alcohols
  作者：Yutaka Ukaji、Yasutaka Watanabe、Takahiro Sakai、Hajime Maeda、Masahito Segi

  DOI：10.3987/com-15-s(t)65

  日期：——

  Magnesium-alkoxide directed photoaddition of tetrahydrofurans to gamma,gamma-disubstituted allylic alcohols was achieved. When the allylic alcohols were treated with Grignard reagent in THF under light, the corresponding gamma-(2-tetrahydrofuryl) substituted alcohols were regioselectively obtained in up to 82% yield. The conversion of the hydroxyl group to the corresponding bromomagnesium alkoxide was crucial.