ethyl 1-benzoyl-2,6-dimethylenecyclohexanecarboxylate | 1145687-17-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 1-benzoyl-2,6-dimethylenecyclohexanecarboxylate
• 英文别名: Ethyl 1-benzoyl-2,6-dimethylidenecyclohexane-1-carboxylate；ethyl 1-benzoyl-2,6-dimethylidenecyclohexane-1-carboxylate
• CAS: 1145687-17-7
• 化学式: C₁₈H₂₀O₃
• 分子量: 284.355
• InChiKey: OGPWAPNFPWNUCN-UHFFFAOYSA-N

物化性质

• 熔点：
  97-98 °C
• 沸点：
  387.0±42.0 °C(predicted)
• 密度：
  1.09±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,6-庚二炔 、 苯甲酰乙酸乙酯 在 indium(III) tris[bis(trifluoromethanesulfonyl)amide] 作用下， 以 甲苯 为溶剂， 反应 19.0h， 以77%的产率得到ethyl 1-benzoyl-2,6-dimethylenecyclohexanecarboxylate
  参考文献：
  名称：

  Indium-Catalyzed [1 + n] Annulation Reaction between β-Ketoester and α,ω-Diyne

  摘要：

  A catalytic amount of In(NTf(2))(3) effects the inter- and intramolecular addition of a beta-ketoester to an alpha,omega-diyne to produce a 1,3-dimethylenecycloalkane derivative in a single step. This [1 + n] annulation reaction shows good functional group tolerance and allows the synthesis of five-to seven-membered carbo- and heterocyclic as well as spirocyclic structures in moderate to excellent yields.

  DOI：

  10.1021/ol9003542

文献信息

• Indium-Catalyzed [1 + <i>n</i>] Annulation Reaction between β-Ketoester and α,ω-Diyne
  作者：Hayato Tsuji、Iku Tanaka、Kohei Endo、Ken-ichi Yamagata、Masaharu Nakamura、Eiichi Nakamura

  DOI：10.1021/ol9003542

  日期：2009.4.16

  A catalytic amount of In(NTf(2))(3) effects the inter- and intramolecular addition of a beta-ketoester to an alpha,omega-diyne to produce a 1,3-dimethylenecycloalkane derivative in a single step. This [1 + n] annulation reaction shows good functional group tolerance and allows the synthesis of five-to seven-membered carbo- and heterocyclic as well as spirocyclic structures in moderate to excellent yields.