7-(dimethylaminoethylidene)benzonorbornadiene | 872604-47-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 7-(dimethylaminoethylidene)benzonorbornadiene
• CAS: 872604-47-2
• 化学式: C₁₅H₁₇N
• 分子量: 211.307
• InChiKey: QACRQQGUCURMLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.27
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  7-(dimethylaminoethylidene)benzonorbornadiene 在 sodium hydroxide 作用下， 反应 4.0h， 生成 anti-7-acetylbenzonorbornadiene 、 syn-7-acetylbenzonorbornadiene
  参考文献：
  名称：

  Synthesis of Benzobicyclo[2.2.1]heptylimidazoles as Conformationally Constrained Adrenergic Receptor Antagonists

  摘要：

  A facile method for the preparation of conformationally rigid analogues of the adrenergic alpha-2 receptor antagonist atipamezole and the adrenergic alpha-2 receptor agonist medetomidine has been developed. The efficient benzyne [4+2] cycloaddition reaction was used to give the core 7-acetylbenzonorbomadiene structure, which was subsequently elaborated to the corresponding imidazole-based syn and anti isomers by means of the classical Bredereck's method.

  DOI：

  10.3987/com-05-10535
• 作为产物：
  描述：

  6-methyl-6-dimethylaminofulvene 、 苯基[2-(三甲基硅基)苯基]三氟甲烷磺酸碘盐 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 7-(dimethylaminoethylidene)benzonorbornadiene
  参考文献：
  名称：

  Synthesis of Benzobicyclo[2.2.1]heptylimidazoles as Conformationally Constrained Adrenergic Receptor Antagonists

  摘要：

  A facile method for the preparation of conformationally rigid analogues of the adrenergic alpha-2 receptor antagonist atipamezole and the adrenergic alpha-2 receptor agonist medetomidine has been developed. The efficient benzyne [4+2] cycloaddition reaction was used to give the core 7-acetylbenzonorbomadiene structure, which was subsequently elaborated to the corresponding imidazole-based syn and anti isomers by means of the classical Bredereck's method.

  DOI：

  10.3987/com-05-10535