(E)-ethyl 4-bromo-4,4-difluoro-3-phenyl-2-butenoate | 862457-96-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-ethyl 4-bromo-4,4-difluoro-3-phenyl-2-butenoate
• 英文别名: ethyl (E)-4-bromo-4,4-difluoro-3-phenylbut-2-enoate
• CAS: 862457-96-3
• 化学式: C₁₂H₁₁BrF₂O₂
• 分子量: 305.119
• InChiKey: LFVUJBIVRWZMTQ-CSKARUKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-ethyl 4-bromo-4,4-difluoro-3-phenyl-2-butenoate 在 锌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以96%的产率得到ethyl 3-phenyl-4,4-difluoro-3-butenoate
  参考文献：
  名称：

  Stereocontrolled Synthesis of β-Difluoromethylated Materials

  摘要：

  Investigation of synthetic routes for regio- and stereocontrolled fluorinated materials with a difluoromethyl group, using ethyl bromodifluoroacetate as a starting material, is described. In particular, (E)-difluoromethylated trisubstituted olefins were prepared via the proton migration reaction catalyzed by using fluoride anion. Further, optically active beta-difluoromethyl esters were obtained by the enzymatic resolution.

  DOI：

  10.1021/jo050634u
• 作为产物：
  描述：

  phenylmagnesium bromide 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 6.0h， 生成 (E)-ethyl 4-bromo-4,4-difluoro-3-phenyl-2-butenoate
  参考文献：
  名称：

  Stereocontrolled Synthesis of β-Difluoromethylated Materials

  摘要：

  Investigation of synthetic routes for regio- and stereocontrolled fluorinated materials with a difluoromethyl group, using ethyl bromodifluoroacetate as a starting material, is described. In particular, (E)-difluoromethylated trisubstituted olefins were prepared via the proton migration reaction catalyzed by using fluoride anion. Further, optically active beta-difluoromethyl esters were obtained by the enzymatic resolution.

  DOI：

  10.1021/jo050634u

文献信息

• Stereocontrolled Synthesis of β-Difluoromethylated Materials
  作者：Takashi Nihei、Noritaka Iwai、Tomoko Matsuda、Tomoya Kitazume

  DOI：10.1021/jo050634u

  日期：2005.7.1

  Investigation of synthetic routes for regio- and stereocontrolled fluorinated materials with a difluoromethyl group, using ethyl bromodifluoroacetate as a starting material, is described. In particular, (E)-difluoromethylated trisubstituted olefins were prepared via the proton migration reaction catalyzed by using fluoride anion. Further, optically active beta-difluoromethyl esters were obtained by the enzymatic resolution.