5,5-dimethyl-3-piperidino-2-trifluoroacetylcyclohex-2-en-1-one | 1202752-83-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,5-dimethyl-3-piperidino-2-trifluoroacetylcyclohex-2-en-1-one
• 英文别名: 5,5-Dimethyl-3-piperidino-2-trifluoroacetylcyclo-hex-2-en-1-one；5,5-dimethyl-3-piperidin-1-yl-2-(2,2,2-trifluoroacetyl)cyclohex-2-en-1-one
• CAS: 1202752-83-7
• 化学式: C₁₅H₂₀F₃NO₂
• 分子量: 303.325
• InChiKey: NHIYNMPQEKXYPS-UHFFFAOYSA-N

物化性质

• 熔点：
  109-112 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• 沸点：
  327.0±42.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,5-dimethyl-3-piperidino-2-trifluoroacetylcyclohex-2-en-1-one 在 三乙基硅烷 、 lithium perchlorate 作用下， 以 三氟乙酸 为溶剂， 反应 5.0h， 生成 5,5-dimethyl-3-N-(piperidine)cyclohex-2-en-1-one
  参考文献：
  名称：

  Regioselective reduction of 2-perfluoroalkanoylcyclohexane-1,3-diones and their enamino derivatives

  摘要：

  Ionic hydrogenation of 2-perfluoroalkanoylcyclohexane-1,3-diones and their endocyclic enamino derivatives containing a secondary amino group by the action of triethylsilane in trifluoroacetic acid in the presence of a catalytic amount of lithium perchlorate involved regioselective reduction of the side-chain carbonyl group to hydroxy with formation of the corresponding hydroxy diketones and hydroxy amino ketones, respectively. Under analogous conditions endocyclic enamino derivatives possessing a tertiary amino group underwent deacylation to give enamino ketones.

  DOI：

  10.1134/s1070363211040098
• 作为产物：
  描述：

  哌啶 、 3-chloro-5,5-dimethyl-2-trifluoroacetylcyclohex-2-en-1-one 以 氯仿 为溶剂， 以80%的产率得到5,5-dimethyl-3-piperidino-2-trifluoroacetylcyclohex-2-en-1-one
  参考文献：
  名称：

  Reaction of 2-perfluoroalkanoylcyclohexane-1,3-diones and 3-chloro-2-perfluoroalkanoylcyclohex-2-ene-1-ones with amines

  摘要：

  Reactions of 2-perfluoroalkanoylcyclohexane-1,3-diones with primary and secondary amines involved acid cleavage of the substrate with formation of the corresponding 3-aminocyclohex-2-en-1-ones. Vinylogous nucleophilic substitution in 3-chloro-2-perfluoroalkanoylcyclohex-2-ene-1-ones with amines led to the formation of 3-amino-2-perfluoroalkanoylcyclohex-2-ene-1-ones.

  DOI：

  10.1134/s1070428009070033