1,5-dimethyl-8-vinyl-6-methylenetricyclo<3.2.1.0^2,7>oct-3-en-8-ol | 73670-43-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,5-dimethyl-8-vinyl-6-methylenetricyclo<3.2.1.0^2,7>oct-3-en-8-ol
• CAS: 73670-43-6
• 化学式: C₁₃H₁₆O
• 分子量: 188.269
• InChiKey: XWUVEWZLYRZTSB-SJHCENCUSA-N

反应信息

• 作为反应物：
  描述：

  1,5-dimethyl-8-vinyl-6-methylenetricyclo<3.2.1.0^2,7>oct-3-en-8-ol 以 xylene 为溶剂， 反应 0.5h， 以90%的产率得到1,5-Dimethyl-5,7,8,9-tetrahydro-benzocyclohepten-6-one
  参考文献：
  名称：

  Thermal Rearrangements of 1,5-Dimethyl- and 1,3,5-Trimethyl-8-vinyl-6-methylenetricyclo[3.2.1.0^2,7]oct-3-en-8-ol and Their Alkoxides

  摘要：

  The reactions of 1,5-dimethyl- and 1,3,5-trimethyl-6-methylenetricyclo[3.2.1.02,7]oct-3-en-8-one with vinylmagnesium bromide at 0 °C afforded 1,5-dimethyl- and 1,3,5-trimethyl-8-vinyl-6-methylenetricyclo[3.2.1.02,7]oct-3-en-8-ol, respectively. The thermal rearrangements of IIa,b and their alkoxybromomagnesium afforded 1,5-dimethyl or 1,3,5-trimethylbenzocyclohepten-6-one. It is suggested that the pathways involve an oxy-Cope rearrangement and the subsequent hydrogen migrations.

  DOI：

  10.1246/bcsj.53.2683
• 作为产物：
  描述：

  1,5-dimethyl-6-methylenetricyclo<3.2.1.0^2,7>oct-3-en-8-one 、 乙烯基溴化镁 以 四氢呋喃 为溶剂， 反应 3.0h， 以98%的产率得到1,5-dimethyl-8-vinyl-6-methylenetricyclo<3.2.1.0^2,7>oct-3-en-8-ol
  参考文献：
  名称：

  Thermal Rearrangements of 1,5-Dimethyl- and 1,3,5-Trimethyl-8-vinyl-6-methylenetricyclo[3.2.1.0^2,7]oct-3-en-8-ol and Their Alkoxides

  摘要：

  The reactions of 1,5-dimethyl- and 1,3,5-trimethyl-6-methylenetricyclo[3.2.1.02,7]oct-3-en-8-one with vinylmagnesium bromide at 0 °C afforded 1,5-dimethyl- and 1,3,5-trimethyl-8-vinyl-6-methylenetricyclo[3.2.1.02,7]oct-3-en-8-ol, respectively. The thermal rearrangements of IIa,b and their alkoxybromomagnesium afforded 1,5-dimethyl or 1,3,5-trimethylbenzocyclohepten-6-one. It is suggested that the pathways involve an oxy-Cope rearrangement and the subsequent hydrogen migrations.

  DOI：

  10.1246/bcsj.53.2683