3-(3-methylbenzoyl)-2-methyl-1H-indole | 26206-11-1

• 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-(3-methylbenzoyl)-2-methyl-1H-indole
• 英文别名: (2-methyl-indol-3-yl)-m-tolyl-methanone；2-Methyl-3-(m-toluoyl)indole；(2-methyl-1H-indol-3-yl)-(3-methylphenyl)methanone
• CAS: 26206-11-1
• 化学式: C₁₇H₁₅NO
• mdl: MFCD12653739
• 分子量: 249.312
• InChiKey: NLNNWSGQMRQASX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.117
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-甲基吲哚 、 间甲基苯甲酰氯 在 氯化二乙基铝 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 12.5h， 以85%的产率得到3-(3-methylbenzoyl)-2-methyl-1H-indole
  参考文献：
  名称：

  Synthesis of 3-Aroylindoles as Intermediates of Cannabimimetics and Elucidation of Their Physicochemical Properties

  摘要：

  In order to synthesize the intermediates of cannabimimetics, the benzoylation of indoles with 2'/3'/4'-substituted benzoyl chloride in the presence of Et2AlCl was examined. Among the products, we found that the H-1 NMR spectra of 3-(2'-substituted)-benzoyl-2-methylindoles had interesting features. We investigated their physicochemical properties based on VT-NMR, and it was revealed that conformer A (s-trans) is present in preference to conformer B in these compounds.

  DOI：

  10.3987/com-18-13888

文献信息

• Synthesis of 3-Aroylindoles as Intermediates of Cannabimimetics and Elucidation of Their Physicochemical Properties
  作者：Hideyo Takahashi、Koji Araki、Kosho Makino、Hidetsugu Tabata、Hiroshi Nakayama、Kei Zaitsu、Tetsuta Oshitari、Hideaki Natsugari

  DOI：10.3987/com-18-13888

  日期：——

  In order to synthesize the intermediates of cannabimimetics, the benzoylation of indoles with 2'/3'/4'-substituted benzoyl chloride in the presence of Et2AlCl was examined. Among the products, we found that the H-1 NMR spectra of 3-(2'-substituted)-benzoyl-2-methylindoles had interesting features. We investigated their physicochemical properties based on VT-NMR, and it was revealed that conformer A (s-trans) is present in preference to conformer B in these compounds.

表征谱图