3-(2,5-dihydroxyphenyl)-4-methylquinoline | 634891-64-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-(2,5-dihydroxyphenyl)-4-methylquinoline
• 英文别名: 2-(4-Methylquinolin-3-yl)benzene-1,4-diol
• CAS: 634891-64-8
• 化学式: C₁₆H₁₃NO₂
• 分子量: 251.285
• InChiKey: CHMQORHYGIKABQ-UHFFFAOYSA-N

物化性质

• 熔点：
  >350 °C (sublm)
• 沸点：
  461.4±45.0 °C(Predicted)
• 密度：
  1.287±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  53.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 3-(2,5-dihydroxyphenyl)-4-methylquinoline 在 吡啶 作用下， 反应 24.0h， 以30%的产率得到3-(2,5-diacetoxyphenyl)-4-methylquinoline
  参考文献：
  名称：

  3-Hydroquinolylquinolines and Bisquinolyl-annelated Oxepin as Unexpected Products from the Reaction of p-Benzoquinone and N-Acetyl-1,4-dihydroquinolines

  摘要：

  4-Substituted N-acyl-1,4-dihydroquinolines (1a, b) have been yielded by regioselective 4-arylation/alkylation via quinolinium intermediates. Acid-catalysed reaction of la, b with p-benzoquinone leads to unexpected 3-hydroquinolylquinolines (5a, b). The structure of compounds (5a, b) has been confirmed by spectroscopical data and additionally by formation of both O-acetyl derivatives (7a, b). Bisquinolyl-annelated oxcpin (9a) was found as side product. Formation and stereochemistry of the spectroscopically characterized compound (9a) are discussed.

  DOI：

  10.3987/com-03-9817
• 作为产物：
  描述：

  喹啉 、 alkaline earth salt of/the/ methylsulfuric acid 在 copper(l) iodide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 高氯酸 为溶剂， 反应 0.25h， 生成 3-(2,5-dihydroxyphenyl)-4-methylquinoline
  参考文献：
  名称：

  3-Hydroquinolylquinolines and Bisquinolyl-annelated Oxepin as Unexpected Products from the Reaction of p-Benzoquinone and N-Acetyl-1,4-dihydroquinolines

  摘要：

  4-Substituted N-acyl-1,4-dihydroquinolines (1a, b) have been yielded by regioselective 4-arylation/alkylation via quinolinium intermediates. Acid-catalysed reaction of la, b with p-benzoquinone leads to unexpected 3-hydroquinolylquinolines (5a, b). The structure of compounds (5a, b) has been confirmed by spectroscopical data and additionally by formation of both O-acetyl derivatives (7a, b). Bisquinolyl-annelated oxcpin (9a) was found as side product. Formation and stereochemistry of the spectroscopically characterized compound (9a) are discussed.

  DOI：

  10.3987/com-03-9817