ethyl 4-fluoro-5-phenylpyrrole-2-carboxylate | 156575-51-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: ethyl 4-fluoro-5-phenylpyrrole-2-carboxylate
• 英文别名: ethyl 4-fluoro-5-phenyl-1H-pyrrole-2-carboxylate
• CAS: 156575-51-8
• 化学式: C₁₃H₁₂FNO₂
• 分子量: 233.242
• InChiKey: TUQYVRIWPRPCAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  42.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl 2-iodo-4,4-difluoro-4-benzoyl butyrate 在 ammonium hydroxide 作用下， 以 水 为溶剂， 反应 24.0h， 以92%的产率得到ethyl 4-fluoro-5-phenylpyrrole-2-carboxylate
  参考文献：
  名称：

  A new approach to the synthesis of β-fluoropyrrole derivatives

  摘要：

  beta-Fluoropyrrole derivatives are synthesized in high yields by the reaction of alpha,alpha-difluoro-gamma-iodo-gamma-(electron-withdrawing-group)-substituted ketones and ammonium hydroxide at room temperature; providing a new, simple, and efficient method for the synthesis of beta-fluorinated pyrrole rings. A possible mechanism is proposed.

  DOI：

  10.1016/s0040-4039(00)73343-0

文献信息

• Zai-Ming Qiu, Burton Donald J., Tetrahedron Lett, 35 (1994) N 25, S 4319-4322
  作者：Zai-Ming Qiu, Burton Donald J.

  DOI：——

  日期：——
• A new approach to the synthesis of β-fluoropyrrole derivatives
  作者：Zai-Ming Qiu、Donald J. Burton

  DOI：10.1016/s0040-4039(00)73343-0

  日期：1994.6

  beta-Fluoropyrrole derivatives are synthesized in high yields by the reaction of alpha,alpha-difluoro-gamma-iodo-gamma-(electron-withdrawing-group)-substituted ketones and ammonium hydroxide at room temperature; providing a new, simple, and efficient method for the synthesis of beta-fluorinated pyrrole rings. A possible mechanism is proposed.