5,6,7,8-Tetrahydro-2-methyl-4-(4-methoxyphenyl)-5-oxo-chinolin-3-carbonsaeure-ethylester | 94685-47-9

• 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: 5,6,7,8-Tetrahydro-2-methyl-4-(4-methoxyphenyl)-5-oxo-chinolin-3-carbonsaeure-ethylester
• 英文别名: 4-(4-methoxy-phenyl)-2-methyl-5-oxo-5,6,7,8-tetrahydro-quinoline-3-carboxylic acid ethyl ester
• CAS: 94685-47-9
• 化学式: C₂₀H₂₁NO₄
• 分子量: 339.391
• InChiKey: GIRUPQBZSHYFAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.76
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  65.49
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  4-(4-methoxy-phenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester 在 9-phenyl-10-methylacridinium perchlorate 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以86%的产率得到5,6,7,8-Tetrahydro-2-methyl-4-(4-methoxyphenyl)-5-oxo-chinolin-3-carbonsaeure-ethylester
  参考文献：
  名称：

  9-Phenyl-10-methylacridinium:  A Highly Efficient and Reusable Organocatalyst for Mild Aromatization of 1,4-Dihydropyridines by Molecular Oxygen

  摘要：

  The mild, efficient, and general aerobic aromatization of Hantzsch 1,4-dihydropyridines was realized at room temperature with 5 mol % of 9-phenyl-10-methylacridinium perchlorate as the photocatalyst, which could be easily recovered and reused.

  DOI：

  10.1021/jo701796n

文献信息

• Graphite oxide mediated oxidative aromatization of 1,4-dihydropyridines into pyridine derivatives
  作者：Maryam Mirza-Aghayan、Rabah Boukherroub、Mohammad Nemati、Mahshid Rahimifard

  DOI：10.1016/j.tetlet.2012.03.026

  日期：2012.5

  A new approach utilizing graphite oxide as an oxidizing agent is applied for the oxidative aromatization of 1,4-dihydropyridines. Graphite oxide efficiently aromatized Hantzsch 1,4-dihydropyridines into their corresponding pyridine derivatives in excellent yields. The reaction was carried out in toluene at 100 degrees C. (C) 2012 Elsevier Ltd. All rights reserved.