4-Methoxy-3-methylquinoline | 141813-07-2

• 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: 4-Methoxy-3-methylquinoline
• 英文别名: 4-methoxy-3-methylquinoline
• CAS: 141813-07-2
• 化学式: C₁₁H₁₁NO
• 分子量: 173.214
• InChiKey: VQWPXGXUDPUZIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-Benzoyl-3-bromo-4-methoxy-3-methyl-1,2,3,4-tetrahydro-quinoline-2-carbonitrile 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以68.7%的产率得到4-Methoxy-3-methylquinoline
  参考文献：
  名称：

  Synthesis of 4-Alkoxyquinolines from Quinoline Reissert Compounds

  摘要：

  The quinoline Reissert compound (5a) was converted to 1-benzoyl-3-bromo-2-cyano-1, 2, 3, 4-tetrahydro-4-methoxyquinoline (6a) by successive treatment in methanol with bromine and aq. sodium carbonate. Hydrolysis of 6a with hydrochrolic acid gave 3-bromoquinoline (4; R = H), but that with aq. sodium hydroxide afforded 4-methoxyquinoline (7a). Reissert compounds derived from some quinoline derivatives (5) gave the corresponding 4-methoxyquinolines (7) through tetrahydroquinolines (6) in a similar way.

  DOI：

  10.3987/com-91-5945

文献信息

• Synthesis of 4-Alkoxyquinolines from Quinoline Reissert Compounds
  作者：Michiharu Sugiura、Yoshie Sakurai、Yoshiki Hamada

  DOI：10.3987/com-91-5945

  日期：——

  The quinoline Reissert compound (5a) was converted to 1-benzoyl-3-bromo-2-cyano-1, 2, 3, 4-tetrahydro-4-methoxyquinoline (6a) by successive treatment in methanol with bromine and aq. sodium carbonate. Hydrolysis of 6a with hydrochrolic acid gave 3-bromoquinoline (4; R = H), but that with aq. sodium hydroxide afforded 4-methoxyquinoline (7a). Reissert compounds derived from some quinoline derivatives (5) gave the corresponding 4-methoxyquinolines (7) through tetrahydroquinolines (6) in a similar way.