1-Benzoyl-3-bromo-4-methoxy-7-methyl-1,2,3,4-tetrahydro-quinoline-2-carbonitrile | 141813-01-6

• 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: 1-Benzoyl-3-bromo-4-methoxy-7-methyl-1,2,3,4-tetrahydro-quinoline-2-carbonitrile
• CAS: 141813-01-6
• 化学式: C₁₉H₁₇BrN₂O₂
• 分子量: 385.26
• InChiKey: OYQUQQLQUAEZBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  53.33
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-Benzoyl-3-bromo-4-methoxy-7-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46.3%的产率得到4-Methoxy-7-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
• 作为产物：
  描述：

  甲醇 、 1-Benzoyl-7-methyl-1,2-dihydro-chinolin-carbonsaeure-2-nitril 在 溴 、 sodium carbonate 作用下， 生成 1-Benzoyl-3-bromo-4-methoxy-7-methyl-1,2,3,4-tetrahydro-quinoline-2-carbonitrile
  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