1-乙酰基-1,4-二氢-4-苯基喹啉 | 634891-58-0

• 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
• 中文名称: 1-乙酰基-1,4-二氢-4-苯基喹啉
• 英文名称: 1-acetyl-1,4-dihydro-4-phenylquinoline
• 英文别名: 1-(4-phenyl-4H-quinolin-1-yl)ethanone
• CAS: 634891-58-0
• 化学式: C₁₇H₁₅NO
• 分子量: 249.312
• InChiKey: PXYIAHXLBRPPNK-UHFFFAOYSA-N

物化性质

• 熔点：
  126-129 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  386.2±42.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-乙酰基-1,4-二氢-4-苯基喹啉 以 1,4-二氧六环 、 高氯酸 为溶剂， 反应 24.0h， 以65%的产率得到1,4-dihydro-4-phenylquinoline
  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 、 苯基氯化镁 、 乙酰氯 在 copper(l) iodide 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以70%的产率得到1-乙酰基-1,4-二氢-4-苯基喹啉
  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