4-(1,1,1-trifluoro-5-phenylpent-2-en-2-yl)morpholine | 186001-41-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4-(1,1,1-trifluoro-5-phenylpent-2-en-2-yl)morpholine
• CAS: 186001-41-2
• 化学式: C₁₅H₁₈F₃NO
• 分子量: 285.309
• InChiKey: IJAIQXJGWSKKDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  12.47
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-(1,1,1-trifluoro-5-phenylpent-2-en-2-yl)morpholine 在 盐酸 作用下， 以 乙醚 为溶剂， 反应 4.0h， 以95%的产率得到1,1,1-trifluoro-5-phenyl-pentan-2-one
  参考文献：
  名称：

  The Wittig reaction of perfluoro acid derivatives: access to fluorinated enol ethers, enamines, and ketones

  摘要：

  The preparation of novel perfluoroalkyl-substituted compounds in good yields is described. This preparation involves the Wittig reaction of a phosphonium ylide with perfluoroalkyl acid derivatives. The influence of the structure of the starting alkylidenetriphenylphosphoranes, the perfluoroalkyl reagents, and the reaction conditions has been investigated. Trifluoroacetamides lead to a Z/E mixture of enamines 3. Perfluoroalkyl esters (Rf = CF3, C2F5, C3F7, C7F15, CF2Cl) lead to only the (Z)-enol ethers 8-12 when reactions are performed with NaNH2 as a base and to 1-perfluoroalkyl ketones 13-17 when reactions are performed with BuLi.

  DOI：

  10.1021/jo00040a017
• 作为产物：
  描述：

  N-三氟乙酰基吗啉 、 (triphenylphosphonio)-3-phenyl-1-propanide 以 四氢呋喃 为溶剂， 反应 24.0h， 以66%的产率得到4-(1,1,1-trifluoro-5-phenylpent-2-en-2-yl)morpholine
  参考文献：
  名称：

  A New Synthesis of 1-(Trifluoromethyl)enamines and 1- (Trifluoromethyl)alkylamines

  摘要：

  通过在THF或苯中加热三氟乙酰胺与烷基亚甲基三苯基膦，可以制备几种1-(三氟甲基)烯胺。烯胺产物可以被还原（H2，Pd/C）为1-(三氟甲基)烷基胺。

  DOI：

  10.1055/s-1989-27237

文献信息

• Halogenation of 1-trifluoromethyl enamines: A new and efficient synthesis of α-bromo- and α-iodo-trifluoromethyl ketones
  作者：Jean-Pierre Bégué、Daniéle Bonnet-Delpon、Denis Bouvet、Michael H. Rock

  DOI：10.1016/s0022-1139(96)03453-7

  日期：1996.9

  Treatment of the 1-trifluoromethyl enamines 1a-d with bromine or iodine results in the formation of the corresponding iminium salts. Treatment of any of these salts with methanol results in the formation of the corresponding alpha-halo-trifluoromethyl ketones.
• The Wittig reaction of perfluoro acid derivatives: access to fluorinated enol ethers, enamines, and ketones
  作者：Jean Pierre Begue、Daniele Bonnet-Delpon、Dany Mesureur、Gerard Nee、Sheng Wen Wu

  DOI：10.1021/jo00040a017

  日期：1992.7

  The preparation of novel perfluoroalkyl-substituted compounds in good yields is described. This preparation involves the Wittig reaction of a phosphonium ylide with perfluoroalkyl acid derivatives. The influence of the structure of the starting alkylidenetriphenylphosphoranes, the perfluoroalkyl reagents, and the reaction conditions has been investigated. Trifluoroacetamides lead to a Z/E mixture of enamines 3. Perfluoroalkyl esters (Rf = CF3, C2F5, C3F7, C7F15, CF2Cl) lead to only the (Z)-enol ethers 8-12 when reactions are performed with NaNH2 as a base and to 1-perfluoroalkyl ketones 13-17 when reactions are performed with BuLi.
• A New Synthesis of 1-(Trifluoromethyl)enamines and 1- (Trifluoromethyl)alkylamines
  作者：Jean-Pierre Bégué、Dany Mesureur

  DOI：10.1055/s-1989-27237

  日期：——

  Several 1-(trifluoromethyl)enamines were prepared by heating trifluoroacetamides with alkylidenetriphenylphosphoranes in THF or benzene. The product enamines can be reduced (H2, Pd/C) to 1-(trifluoromethyl)alkylamines.

  通过在THF或苯中加热三氟乙酰胺与烷基亚甲基三苯基膦，可以制备几种1-(三氟甲基)烯胺。烯胺产物可以被还原（H2，Pd/C）为1-(三氟甲基)烷基胺。