3-(5,7-dichloro-1H-indol-3-yl)propan-1-ol | 1394254-79-5

• 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-(5,7-dichloro-1H-indol-3-yl)propan-1-ol
• CAS: 1394254-79-5
• 化学式: C₁₁H₁₁Cl₂NO
• 分子量: 244.12
• InChiKey: VIRMMBYOKHGNJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  36
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 2,4-二氯苯肼 在 L-(+)-tartaric acid-urea melt 作用下， 反应 0.5h， 以85%的产率得到3-(5,7-dichloro-1H-indol-3-yl)propan-1-ol
  参考文献：
  名称：

  Fischer Indole Synthesis in Low Melting Mixtures

  摘要：

  Functionalized indoles are synthezised under mild conditions in a tartaric acid-dimethylurea melt. The melt serves as the solvent and as the catalyst. Under these reaction conditions, sensitive functional groups such as N-Boc, N-Cbz, or azides are stable, and indolenines are obtained regioselectively in excellent yields. The practical use of the method is demonstrated in the synthesis of the hormone melatonin.

  DOI：

  10.1021/ol302034r

文献信息

• Fischer Indole Synthesis in Low Melting Mixtures
  作者：Sangram Gore、Sundarababu Baskaran、Burkhard König

  DOI：10.1021/ol302034r

  日期：2012.9.7

  Functionalized indoles are synthezised under mild conditions in a tartaric acid-dimethylurea melt. The melt serves as the solvent and as the catalyst. Under these reaction conditions, sensitive functional groups such as N-Boc, N-Cbz, or azides are stable, and indolenines are obtained regioselectively in excellent yields. The practical use of the method is demonstrated in the synthesis of the hormone melatonin.