5-Hydroxy-2-methyl-1-(2-vinyloxy-ethyl)-1H-indole-3-carboxylic acid ethyl ester

• 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-Hydroxy-2-methyl-1-(2-vinyloxy-ethyl)-1H-indole-3-carboxylic acid ethyl ester
• 英文别名: ethyl 1-(2-ethenoxyethyl)-5-hydroxy-2-methylindole-3-carboxylate
• 化学式: C₁₆H₁₉NO₄
• 分子量: 289.331
• InChiKey: LQRLIMGFEYPTOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  60.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对苯醌 、 (Z)-3-(2-Vinyloxy-ethylamino)-but-2-enoic acid ethyl ester 以 丙酮 为溶剂， 反应 3.0h， 以24%的产率得到5-Hydroxy-2-methyl-1-(2-vinyloxy-ethyl)-1H-indole-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of 5-hydroxy-N-(2-vinyloxyalkyl)indoles from dicarbonyl compounds and vinyloxyalkylamines

  摘要：

  N-(Vinyloxyalkyl)enaminoketones were obtained by the condensation of vinyloxyalkyl-amines with acetylacetone or ethyl acetoacetate. Their subsequent reactions with 1,4-benzoquinone produce the corresponding 5-hydroxy-2-methyl-N-(2-vinyloxyalkyl)indoles in 17-43% yields. The structures of the compounds obtained were confirmed by IR and H-1 NMR spectroscopy.

  DOI：

  10.1007/bf02495263