5,8-dimethylindeno[2,1-b]indol-6(5H)-one | 475288-23-4

• 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: 5,8-dimethylindeno[2,1-b]indol-6(5H)-one
• 英文别名: 5,8-dimethylindeno[2,1-b]indol-6-one
• CAS: 475288-23-4
• 化学式: C₁₇H₁₃NO
• 分子量: 247.296
• InChiKey: GZRVOEVVVPGFQU-UHFFFAOYSA-N

物化性质

• 熔点：
  145 °C
• 沸点：
  468.3±24.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5,8-dimethylindeno[2,1-b]indol-6(5H)-one 在 氢氧化钾 、 一水合肼 作用下， 以 二乙二醇二甲醚 、 水 为溶剂， 反应 2.0h， 以86%的产率得到5,8-dimethyl-5,6-dihydroindeno[2,1-b]indole
  参考文献：
  名称：

  Efficient Method for the Synthesis of Hetarenoindanones Based on 3-Arylhetarenes and Their Conversion into Hetarenoindenes

  摘要：

  A series of hetarenoindanones have been prepared by direct double metalation of the appropriate 3-phenylhetarene with butyllithium in the presence of TMEDA followed by treatment of the resulting dilithium compound with ethyl NiV-dimethylcarbamate. All hetarenoindanones were reduced according to Wolff-Kishner by hydrazine in the presence of KOH to the corresponding hetarenoindenes.

  DOI：

  10.1021/jo049504w
• 作为产物：
  描述：

  3-溴-1-甲基-1H-吲哚 在 正丁基锂 、 四甲基乙二胺 、 magnesium 作用下， 以 乙醚 、 正己烷 为溶剂， 生成 5,8-dimethylindeno[2,1-b]indol-6(5H)-one
  参考文献：
  名称：

  Efficient Method for the Synthesis of Hetarenoindanones Based on 3-Arylhetarenes and Their Conversion into Hetarenoindenes

  摘要：

  A series of hetarenoindanones have been prepared by direct double metalation of the appropriate 3-phenylhetarene with butyllithium in the presence of TMEDA followed by treatment of the resulting dilithium compound with ethyl NiV-dimethylcarbamate. All hetarenoindanones were reduced according to Wolff-Kishner by hydrazine in the presence of KOH to the corresponding hetarenoindenes.

  DOI：

  10.1021/jo049504w

文献信息

• Synthesis of cyclopentadiene derivatives
  申请人：——

  公开号：US20040236115A1

  公开（公告）日：2004-11-25

  A process for preparing cyclopentadiene derivatives comprising the steps of: a) coupling a five membered heterocycle ring with a five or six membered heterocycle ring; b) reacting the obtained compound with a carbonilating system: c) reducing the obtained compound.

  一种制备环戊二烯衍生物的过程，包括以下步骤：a)将一个五元杂环环与一个五元或六元杂环环偶联；b)将得到的化合物与羰基化系统反应；c)还原得到的化合物。
• SYNTHESIS OF CYCLOPENTADIENE DERIVATIVES
  申请人：Basell Polyolefine GmbH

  公开号：EP1387827B1

  公开（公告）日：2008-09-24
• US7253292B2
  申请人：——

  公开号：US7253292B2

  公开（公告）日：2007-08-07
• US7635781B2
  申请人：——

  公开号：US7635781B2

  公开（公告）日：2009-12-22
• Efficient Method for the Synthesis of Hetarenoindanones Based on 3-Arylhetarenes and Their Conversion into Hetarenoindenes
  作者：Igor A. Kashulin、Ilya E. Nifant'ev

  DOI：10.1021/jo049504w

  日期：2004.8.1

  A series of hetarenoindanones have been prepared by direct double metalation of the appropriate 3-phenylhetarene with butyllithium in the presence of TMEDA followed by treatment of the resulting dilithium compound with ethyl NiV-dimethylcarbamate. All hetarenoindanones were reduced according to Wolff-Kishner by hydrazine in the presence of KOH to the corresponding hetarenoindenes.