1-(2-methoxyethynyl)-1-cyclohexanol | 192213-12-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-methoxyethynyl)-1-cyclohexanol
• 英文别名: 1-(2-methoxyethynyl)cyclohexan-1-ol
• CAS: 192213-12-0
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: BJCZHLFRLOERKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.29
• 重原子数：
  11.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  trimethoxonium tetrafluoroborate 、 苯基锂 、 1-(2-methoxyethynyl)-1-cyclohexanol 、 alkaline earth salt of/the/ methylsulfuric acid 生成 4-cyclohexanespiro-3-(1,2-dimethoxy-2-phenylethenyl)oxetan-2-one 、 1-[2-(1-cyclohexenyl)-3,4-dimethoxy]naphthol acetate
  参考文献：
  名称：

  Total synthesis of parvaquone and the serendipitous discovery of a novel chromium-mediated method for β-lactone formation

  摘要：

  During attempts to synthesise the 2-hydroxy-1,4-naphthoquinone, parvaquone, 1, a novel chromium-mediated method for the synthesis of functionalised p-lactones from propargyl alcohols has been discovered. Additionally, using both dry state and ultrasound conditions, the total synthesis of parvaquone (I) has been achieved; the most efficient techniques deliver this target compound in up to 46% overall yield over, as low as, two synthetic processes.

  DOI：

  10.1016/s0022-328x(96)06764-2
• 作为产物：
  描述：

  环己酮 、 lithium,methoxyethyne 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 生成 1-(2-methoxyethynyl)-1-cyclohexanol
  参考文献：
  名称：

  Total synthesis of parvaquone and the serendipitous discovery of a novel chromium-mediated method for β-lactone formation

  摘要：

  During attempts to synthesise the 2-hydroxy-1,4-naphthoquinone, parvaquone, 1, a novel chromium-mediated method for the synthesis of functionalised p-lactones from propargyl alcohols has been discovered. Additionally, using both dry state and ultrasound conditions, the total synthesis of parvaquone (I) has been achieved; the most efficient techniques deliver this target compound in up to 46% overall yield over, as low as, two synthetic processes.

  DOI：

  10.1016/s0022-328x(96)06764-2