(4-氯苯基)-[2-(2-羟基-5-甲氧基苯基)-3,3-二甲基-2H-吲哚-1-基]甲酮 | 1174372-99-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: (4-氯苯基)-[2-(2-羟基-5-甲氧基苯基)-3,3-二甲基-2H-吲哚-1-基]甲酮
• 英文名称: (4-chlorophenyl)[2-(2-hydroxy-5-methoxyphenyl)-3,3-dimethylindolin-1-yl]methanone
• 英文别名: (4-Chlorophenyl)(2-(2-hydroxy-5-methoxyphenyl)-3,3-dimethylindolin-1-yl)methanone；(4-chlorophenyl)-[2-(2-hydroxy-5-methoxyphenyl)-3,3-dimethyl-2H-indol-1-yl]methanone
• CAS: 1174372-99-6
• 化学式: C₂₄H₂₂ClNO₃
• 分子量: 407.897
• InChiKey: QMVZVLZPRVWRKF-UHFFFAOYSA-N

物化性质

• 沸点：
  524.9±50.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为产物：
  描述：

  1-(4'-chlorobenzoyl)-2-hydroxy-3,3-dimethylindoline 、 4-甲氧基苯酚 在 三氟化硼乙醚 作用下， 以 乙醚 为溶剂， 反应 5.0h， 以59%的产率得到(4-氯苯基)-[2-(2-羟基-5-甲氧基苯基)-3,3-二甲基-2H-吲哚-1-基]甲酮
  参考文献：
  名称：

  Role of 2-Naphthyl Ether Intermediate in Formation of Isolable Atropisomers Derived from the Coupling Reaction of (2-Hydroxy-3,3-dimethylindolin-1-yl)(substituted Phenyl)methanones with 2-Naphthol

  摘要：

  The formation pathway of the atropisomers derived from the reaction of (2-hydroxy-3,3-dimethylindolin-1-yl)(4-substituted phenyl)methanones with 2-naphthol in the presence of BF(3)center dot Et(2)O was discussed on the basis of the isolation of the 2-naphthyl ether intermediate whose structure was determined by single crystal X-ray analysis, The results indicate that the coupling reaction proceeds through stepwise mechanism, i.e., the ether intermediate formation followed by Fries-type rearrangement.

  DOI：

  10.3987/com-09-11644

文献信息

• Role of 2-Naphthyl Ether Intermediate in Formation of Isolable Atropisomers Derived from the Coupling Reaction of (2-Hydroxy-3,3-dimethylindolin-1-yl)(substituted Phenyl)methanones with 2-Naphthol
  作者：Kazunobu Harano、Masashi Eto、Fumikazu Ito、Hidetoshi Sato、Itaru Shinohara、Koki Yamaguchi、Yasuyuki Yoshitake

  DOI：10.3987/com-09-11644

  日期：——

  The formation pathway of the atropisomers derived from the reaction of (2-hydroxy-3,3-dimethylindolin-1-yl)(4-substituted phenyl)methanones with 2-naphthol in the presence of BF(3)center dot Et(2)O was discussed on the basis of the isolation of the 2-naphthyl ether intermediate whose structure was determined by single crystal X-ray analysis, The results indicate that the coupling reaction proceeds through stepwise mechanism, i.e., the ether intermediate formation followed by Fries-type rearrangement.