1-benzyl-4-(2,2,2-trifluoro-1-methoxyethyl)piperazine | 402728-53-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-benzyl-4-(2,2,2-trifluoro-1-methoxyethyl)piperazine
• CAS: 402728-53-4
• 化学式: C₁₄H₁₉F₃N₂O
• 分子量: 288.313
• InChiKey: BTGSQPMAKWCAQV-UHFFFAOYSA-N

物化性质

• 沸点：
  313.4±42.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  15.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-benzyl-4-(2,2,2-trifluoro-1-methoxyethyl)piperazine 在 正丁基锂 作用下， 以 正己烷 为溶剂， 反应 5.0h， 生成 1-Benzyl-4-(2,2-difluoro-1-methoxy-vinyl)-piperazine
  参考文献：
  名称：

  Generation and Use of an Equivalent of Difluoroacetamide or Difluoroacetate Anions Part 3 of the Series: Reactivity of Stable Trifluoroacetaldehyde hemiaminals. Part 2: T. Billard, B. R Langlois, J. Org. Chem. 2002, 67, 997–1000.

  摘要：

  Ethers of trifluoroacetaldehyde hemiaminals can undergo dehydrofluorination under basic conditions to provide ethers of difluoroketene hemiaminals. The latter behave as equivalents of difluoroacetamide or difluoroacetate anions towards various electrophiles, yielding a range of difluoromethylcarbonyl products.

  DOI：

  10.1002/1521-3765(20020703)8:13<2917::aid-chem2917>3.0.co;2-m
• 作为产物：
  描述：

  甲醇 、 1-苄基-4-(2,2,2-三氟-1-(三甲基硅氧基)乙基)哌嗪 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以80%的产率得到1-benzyl-4-(2,2,2-trifluoro-1-methoxyethyl)piperazine
  参考文献：
  名称：

  Reactivity of Stable Trifluoroacetaldehyde Hemiaminals. 2. Generation and Synthetic Potentialities of Fluorinated Iminiums

  摘要：

  Under Lewis acid activation, hemiaminals of trifluoroacetaldehyde and related (fluoroalkyl)-aldehydes generate iminium species that can react with various nucleophiles to provide fluorinated amines.

  DOI：

  10.1021/jo016265t

文献信息

• Generation and Use of an Equivalent of Difluoroacetamide or Difluoroacetate Anions Part 3 of the Series: Reactivity of Stable Trifluoroacetaldehyde hemiaminals. Part 2: T. Billard, B. R Langlois, J. Org. Chem. 2002, 67, 997–1000.
  作者：Gaëlle Blond、Thierry Billard、Bernard R. Langlois

  DOI：10.1002/1521-3765(20020703)8:13<2917::aid-chem2917>3.0.co;2-m

  日期：2002.7.3

  Ethers of trifluoroacetaldehyde hemiaminals can undergo dehydrofluorination under basic conditions to provide ethers of difluoroketene hemiaminals. The latter behave as equivalents of difluoroacetamide or difluoroacetate anions towards various electrophiles, yielding a range of difluoromethylcarbonyl products.
• Reactivity of Stable Trifluoroacetaldehyde Hemiaminals. 2. Generation and Synthetic Potentialities of Fluorinated Iminiums
  作者：Thierry Billard、Bernard R. Langlois

  DOI：10.1021/jo016265t

  日期：2002.2.1

  Under Lewis acid activation, hemiaminals of trifluoroacetaldehyde and related (fluoroalkyl)-aldehydes generate iminium species that can react with various nucleophiles to provide fluorinated amines.