2-(1-cyclohexen-1-yl)butan-1-ol | 936363-55-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(1-cyclohexen-1-yl)butan-1-ol
• 英文别名: 2-(cyclohexen-1-yl)butan-1-ol
• CAS: 936363-55-2
• 化学式: C₁₀H₁₈O
• 分子量: 154.252
• InChiKey: CFJDHHCTYDFSHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.51
• 重原子数：
  11.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-(1-cyclohexen-1-yl)butan-1-ol 在 Oxone 、 碳酸氢钠 作用下， 以 水 、 丙酮 为溶剂， 反应 0.33h， 以84%的产率得到2-(7-oxa-bicyclo[4.1.0]hept-1-yl)butan-1-ol
  参考文献：
  名称：

  Bicyclic β-Hydroxytetrahydrofurans as Precursors of Medium Ring Keto-Lactones

  摘要：

  The reaction of a series of cis-fused bicyclic beta-hydroxytetrahydrofurans with ruthenium tetraoxide, generated in situ from ruthenium trichloride and sodium periodate, afforded 9- and 10-membered keto-lactones in moderate to good yields, in a clean and straightforward fashion. The starting beta-hydroxyethers were obtained from the corresponding 3-alkenols by two alternative procedures, depending on their pattern of substitution: (a) epoxidation by dimethyldioxirane, followed by base-catalyzed cyclization of the resulting epoxyalcohol, and (b) thallium trinitrate-mediated cyclization of the 3-alkenols, a method already described by our group.

  DOI：

  10.1021/jo0626109
• 作为产物：
  描述：

  2-(环己烯-1-基)丁酸乙酯 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以96%的产率得到2-(1-cyclohexen-1-yl)butan-1-ol
  参考文献：
  名称：

  Bicyclic β-Hydroxytetrahydrofurans as Precursors of Medium Ring Keto-Lactones

  摘要：

  The reaction of a series of cis-fused bicyclic beta-hydroxytetrahydrofurans with ruthenium tetraoxide, generated in situ from ruthenium trichloride and sodium periodate, afforded 9- and 10-membered keto-lactones in moderate to good yields, in a clean and straightforward fashion. The starting beta-hydroxyethers were obtained from the corresponding 3-alkenols by two alternative procedures, depending on their pattern of substitution: (a) epoxidation by dimethyldioxirane, followed by base-catalyzed cyclization of the resulting epoxyalcohol, and (b) thallium trinitrate-mediated cyclization of the 3-alkenols, a method already described by our group.

  DOI：

  10.1021/jo0626109