4-Methoxy-1-methyl-cyclohexa-2,4-dienecarbonitrile | 134685-80-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-Methoxy-1-methyl-cyclohexa-2,4-dienecarbonitrile
• 英文别名: 4-Methoxy-1-methylcyclohexa-2,4-diene-1-carbonitrile
• CAS: 134685-80-6
• 化学式: C₉H₁₁NO
• 分子量: 149.192
• InChiKey: VQBYRABNBIPGAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Methoxy-1-methyl-cyclohexa-2,4-dienecarbonitrile 生成 1-methyl-4-oxocyclohex-2-enecarbonitrile
  参考文献：
  名称：

  Transition metal mediated asymetric synthesis

  摘要：

  Tricarbonyl(eta-5-2-methoxy-5-methylcyclohexadienyl)iron(1 +) hexafluorophosphate(1 -) has been converted into a dehydroisoquinuclidine. Although the scope of the process is limited by competing aromatisation during removal of the tricarbonyliron group from the organic ligand, it is appropriate in situations where substituents block aromatisation. Cyclisation to the dehydroisoquinuclidine is facilitated by the use of an intermediate bearing a secondary amine.

  DOI：

  10.1016/0022-328x(91)86260-w
• 作为产物：
  描述：

  三甲基氰硅烷 、 alkaline earth salt of/the/ methylsulfuric acid 在 十二/十四烷基二甲基氧化胺 作用下， 生成 4-Methoxy-1-methyl-cyclohexa-2,4-dienecarbonitrile
  参考文献：
  名称：

  Transition metal mediated asymetric synthesis

  摘要：

  Tricarbonyl(eta-5-2-methoxy-5-methylcyclohexadienyl)iron(1 +) hexafluorophosphate(1 -) has been converted into a dehydroisoquinuclidine. Although the scope of the process is limited by competing aromatisation during removal of the tricarbonyliron group from the organic ligand, it is appropriate in situations where substituents block aromatisation. Cyclisation to the dehydroisoquinuclidine is facilitated by the use of an intermediate bearing a secondary amine.

  DOI：

  10.1016/0022-328x(91)86260-w

文献信息

• Transition metal mediated asymetric synthesis
  作者：G.Richard Stephenson、Richard D. Thomas、Frederick Cassidy

  DOI：10.1016/0022-328x(91)86260-w

  日期：1991.1

  Tricarbonyl(eta-5-2-methoxy-5-methylcyclohexadienyl)iron(1 +) hexafluorophosphate(1 -) has been converted into a dehydroisoquinuclidine. Although the scope of the process is limited by competing aromatisation during removal of the tricarbonyliron group from the organic ligand, it is appropriate in situations where substituents block aromatisation. Cyclisation to the dehydroisoquinuclidine is facilitated by the use of an intermediate bearing a secondary amine.