1-(o-methylbenzyl)cyclohexanol | 142820-22-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(o-methylbenzyl)cyclohexanol
• 英文别名: 1-[(2-Methylphenyl)methyl]cyclohexan-1-ol
• CAS: 142820-22-2
• 化学式: C₁₄H₂₀O
• 分子量: 204.312
• InChiKey: ASWZIBGCPIIEGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  环己酮 、 2-methylsulfonyloxymethylbenzyl methanesulfonate 在 萘 、 lithium 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以49%的产率得到1-(o-methylbenzyl)cyclohexanol
  参考文献：
  名称：

  Naphthalene-catalysed lithiation of allylic and benzylic mesylates: a new method for allyl, methallyl, and benzyl lithium

  摘要：

  The reaction of allylic or benzylic mesylates (1) with an excess of lithium powder and a catalytic amount of naphthalene (4 mol %) in THF at -78-degrees-C leads to a solution of the corresponding organolithium derivatives, which by treatment with different electrophiles yield the expected products 2-7. As an alternative route, the process can be carried out at 0-degrees-C by adding the corresponding mesylate together with the electrophile to a suspension of the activated lithium in THF, in a Barbier-type reaction.

  DOI：

  10.1016/s0040-4020(01)81233-3

文献信息

• US7273952B2
  申请人：——

  公开号：US7273952B2

  公开（公告）日：2007-09-25
• Naphthalene-catalysed lithiation of allylic and benzylic mesylates: a new method for allyl, methallyl, and benzyl lithium
  作者：D Guijarro、B Mancheño、M Yus

  DOI：10.1016/s0040-4020(01)81233-3

  日期：1992.1

  The reaction of allylic or benzylic mesylates (1) with an excess of lithium powder and a catalytic amount of naphthalene (4 mol %) in THF at -78-degrees-C leads to a solution of the corresponding organolithium derivatives, which by treatment with different electrophiles yield the expected products 2-7. As an alternative route, the process can be carried out at 0-degrees-C by adding the corresponding mesylate together with the electrophile to a suspension of the activated lithium in THF, in a Barbier-type reaction.