1,4-dihydrobenzoquinolin-1-one | 141813-12-9

• 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: 1,4-dihydrobenzoquinolin-1-one
• 英文别名: 4H-benzo[f]quinolin-1-one
• CAS: 141813-12-9
• 化学式: C₁₃H₉NO
• mdl: MFCD18448026
• 分子量: 195.221
• InChiKey: QRGZKYZOBKAYDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-dihydrobenzoquinolin-1-one 在 三氯氧磷 作用下， 生成 1-chloro-benzo[f]quinoline
  参考文献：
  名称：

  The Synthesis of 1-Substituted Aminobenzo(f)quinolines^*

  摘要：

  DOI：

  10.1021/ja01246a006
• 作为产物：
  描述：

  4-Benzoyl-2-bromo-1-methoxy-1,2,3,4-tetrahydro-benzo[f]quinoline-3-carbonitrile 在 sodium hydroxide 、 silica gel 作用下， 以 甲醇 、 苯 为溶剂， 反应 4.0h， 生成 1,4-dihydrobenzoquinolin-1-one
  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

• The preparation of bis-2-cyanoethyl derivatives of aromatic primary amines, and their conversion into 1 : 6-diketojulolidines. Part III
  作者：John T. Braunholtz、Frederick G. Mann

  DOI：10.1039/jr9540000651

  日期：——
• The Synthesis of 1-Substituted Aminobenzo(f)quinolines^*
  作者：Albert C. Mueller、Cliff S. Hamilton

  DOI：10.1021/ja01246a006

  日期：1943.6
• 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.
• Foster et al., Journal of the American Chemical Society, 1946, vol. 68, p. 1327,1330
  作者：Foster et al.

  DOI：——

  日期：——