| 133165-86-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 133165-86-3
• 化学式: C₂₁H₂₄ClFN₂O₂
• 分子量: 390.885
• InChiKey: FGJXPZBMNUAHIS-UHFFFAOYSA-N

物化性质

• 熔点：
  61-62 °C(Solv: hexane (110-54-3))
• 沸点：
  487.9±55.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.45
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  41.9
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  在 甲烷磺酸 、 phosphorus pentoxide 作用下， 以 环丁砜 为溶剂， 以79%的产率得到Methyl 3-[1-[(4-chlorophenyl)methyl]-5-fluoroindol-2-yl]-2,2-dimethylpropanoate
  参考文献：
  名称：

  Regioselective Fischer indole route to 3-unsubstituted indoles

  摘要：

  Use of Eaton's reagent (P2O5/MeSO3H) as acid catalyst in the Fischer indole reaction using methyl ketones provides unprecedented regiocontrol to form the 3-unsubstituted indoles. In several instances where the harshness of the reagent causes decomposition and low yields, dilution in sulfolane or dichloromethane results in far less degradation and higher yields of indoles. Steric effects and the acidity of the medium are the two major factors that control the regioselectivity. The role of the P2O5 in the reagent mixture P2O5/MeSO3H is simply as a drying agent when used as catalyst for the Fischer indole reaction.

  DOI：

  10.1021/jo00009a014
• 作为产物：
  描述：

  dimethyl-2,2-oxo-4-pentanoate de methyle 、 1-(4-chlorobenzyl)-1-(4-fluorophenyl)-hydrazine 在 4 A molecular sieve 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Regioselective Fischer indole route to 3-unsubstituted indoles

  摘要：

  Use of Eaton's reagent (P2O5/MeSO3H) as acid catalyst in the Fischer indole reaction using methyl ketones provides unprecedented regiocontrol to form the 3-unsubstituted indoles. In several instances where the harshness of the reagent causes decomposition and low yields, dilution in sulfolane or dichloromethane results in far less degradation and higher yields of indoles. Steric effects and the acidity of the medium are the two major factors that control the regioselectivity. The role of the P2O5 in the reagent mixture P2O5/MeSO3H is simply as a drying agent when used as catalyst for the Fischer indole reaction.

  DOI：

  10.1021/jo00009a014