3-(4-fluorophenyl)-1-methyl-2H-indol-3-ol | 172983-78-7

• 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
• 英文名称: 3-(4-fluorophenyl)-1-methyl-2H-indol-3-ol
• CAS: 172983-78-7
• 化学式: C₁₅H₁₄FNO
• 分子量: 243.281
• InChiKey: NMQSMCFJWATBKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-fluorophenyl)-1-methyl-2H-indol-3-ol 在 盐酸 作用下， 以 乙醚 为溶剂， 反应 0.17h， 以98%的产率得到3-(4-fluorophenyl)-1-methyl-1H-indole
  参考文献：
  名称：

  A New Synthesis of 3-Substituted Indolines and Indoles

  摘要：

  3-Phenyl- and 3-alkyl-3-hydroxyindolines were synthesized by intramolecular Barbier reaction of phenyl and alkyl N-(2-iodophenyl)-N-methylaminomethyl ketones with n-BuLi, which were easily prepared from N-methyl-2-iodoaniline and bromomethyl ketones. The treatment of the indolines with acid gave the corresponding indoles in quantitative yields.

  DOI：

  10.3987/com-95-7177
• 作为产物：
  描述：

  N-(2-iodoanilinomethyl)succinimide 在 正丁基锂 、 methyloxirane 作用下， 以 四氢呋喃 、 正己烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.75h， 生成 3-(4-fluorophenyl)-1-methyl-2H-indol-3-ol
  参考文献：
  名称：

  A New Synthesis of 3-Substituted Indolines and Indoles

  摘要：

  3-Phenyl- and 3-alkyl-3-hydroxyindolines were synthesized by intramolecular Barbier reaction of phenyl and alkyl N-(2-iodophenyl)-N-methylaminomethyl ketones with n-BuLi, which were easily prepared from N-methyl-2-iodoaniline and bromomethyl ketones. The treatment of the indolines with acid gave the corresponding indoles in quantitative yields.

  DOI：

  10.3987/com-95-7177

文献信息

• A New Synthesis of 3-Substituted Indolines and Indoles
  作者：Masaru Kihara、Yasumasa Iwai、Yoshimitsu Nagao

  DOI：10.3987/com-95-7177

  日期：——

  3-Phenyl- and 3-alkyl-3-hydroxyindolines were synthesized by intramolecular Barbier reaction of phenyl and alkyl N-(2-iodophenyl)-N-methylaminomethyl ketones with n-BuLi, which were easily prepared from N-methyl-2-iodoaniline and bromomethyl ketones. The treatment of the indolines with acid gave the corresponding indoles in quantitative yields.