2-(4-methyl-cyclohex-1-enyl)-ethanol | 119648-97-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-methyl-cyclohex-1-enyl)-ethanol
• 英文别名: 2-(4-methyl-1-cyclohexen-1-yl)ethanol；2-(4-Methylcyclohexen-1-yl)ethanol
• CAS: 119648-97-4
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: AEEFFIGBHHKPBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(4-methyl-cyclohex-1-enyl)-ethanol 在 Oxone 、 碳酸氢钠 作用下， 以 水 、 丙酮 为溶剂， 反应 0.17h， 以84%的产率得到2-(4-methyl-7-oxa-bicyclo[4.1.0]heptan-1-yl)ethanol
  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：

  4-甲基环己酮 在 吡啶 、 lithium aluminium tetrahydride 、 氯化亚砜 、 碘 、 锌 作用下， 以 四氢呋喃 、 乙醚 、 苯 为溶剂， 反应 55.83h， 生成 2-(4-methyl-cyclohex-1-enyl)-ethanol
  参考文献：
  名称：

  Thallium Trinitrate Mediated Oxidation of 3-Alkenols:  Ring Contraction vs Cyclization

  摘要：

  The reaction of a series of six-membered ring 3-alkenols with thallium trinitrate (TTN) in three different experimental conditions was studied. Either cyclization products or ring contraction products were obtained, depending on the structure of the substrate as well as the nature of the solvent. The reaction of a seven-membered ring 3-alkenol with TTN led to the ring contraction product exclusively.

  DOI：

  10.1021/jo011178m

文献信息

• Terpenoid ether formation in superacids
  作者：Graham Carr、Christopher Dean、David Whittaker

  DOI：10.1039/p29880000351

  日期：——

  A number of terpenoid bicyclic ethers have been prepared by cyclisation of suitable precursors in fluorosulphuric acid–sulphur dioxide. The products are formed under a mixture of thermodynamic and kinetic control, and five-, and six-, and seven-membered-ring ethers are obtained. Both primary and secondary alcohols have been cyclised by attack of the hydroxy group on carbocation centres generated by

  通过将合适的前体在氟代硫酸-二氧化硫中环化，制备了许多萜类双环醚。在热力学和动力学控制的混合物下形成产物，并获得五元，六元和七元环醚。伯醇和仲醇均已通过烯烃的质子化或叔醇的电离产生的碳正离子中心上的羟基进攻而被环化。叔醇太容易离子化而无法提供醚性氧原子。不饱和仲醇二氢香芹酚（2）与五氟化锑在二氧化硫中的反应通过可能不涉及碳阳离子的反应得到醚，因此可能适合于由在酸中容易重排的底物形成醚。
• CARR, GRAHAM;DEAN, CHRISTOPHER;WHITTAKER, DAVID, J. CHEM. SOC. PERKIN TRANS.,(1988) N 3, 351-354
  作者：CARR, GRAHAM、DEAN, CHRISTOPHER、WHITTAKER, DAVID

  DOI：——

  日期：——
• NOVEL BENZOPYRAN KINASE MODULATORS
  申请人：Rhizen Pharmaceuticals S.A.

  公开号：EP2496567B1

  公开（公告）日：2017-07-12