ethyl 1,4,5,6,7,8-hexahydro-4-(2-hydroxy-3-methoxyphenyl)-2-methyl-5-oxoquinoline-3-carboxylate | 1412915-06-0

• 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
• 英文名称: ethyl 1,4,5,6,7,8-hexahydro-4-(2-hydroxy-3-methoxyphenyl)-2-methyl-5-oxoquinoline-3-carboxylate
• 英文别名: Ethyl 1,4,5,6,7,8-hexahydro-4-(2-hydroxy-3-methoxyphenyl)-2-methyl-5-oxoquinoline-3-carboxylate；ethyl 4-(2-hydroxy-3-methoxyphenyl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylate
• CAS: 1412915-06-0
• 化学式: C₂₀H₂₃NO₅
• 分子量: 357.406
• InChiKey: AHHUBBNHWBLIBS-UHFFFAOYSA-N

物化性质

• 熔点：
  242-244 °C
• 沸点：
  490.0±45.0 °C(predicted)
• 密度：
  1.28±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  乙酰乙酸乙酯 、 1,3-环己二酮 、 邻香草醛 在 ammonium acetate 作用下， 以 水 为溶剂， 反应 1.5h， 以92%的产率得到ethyl 1,4,5,6,7,8-hexahydro-4-(2-hydroxy-3-methoxyphenyl)-2-methyl-5-oxoquinoline-3-carboxylate
  参考文献：
  名称：

  Nafion-H®-catalyzed synthesis of polyhydroquinolines via the Hantzsch multicomponent reaction

  摘要：

  A facile and efficient one-pot, four-component synthesis of polyhydroquinoline derivatives via the Hantzsch reaction using Nafion-H-A (R) as heterogeneous catalyst in PEG 400-water solvent system is described herein. The present methodology offers several advantages such as excellent yields, simple procedure, shorter reaction times, and milder conditions with remarkable recyclability.

  DOI：

  10.1007/s00706-012-0742-4

文献信息

• Nafion-H®-catalyzed synthesis of polyhydroquinolines via the Hantzsch multicomponent reaction
  作者：Mazaahir Kidwai、Ritika Chauhan、Divya Bhatnagar、Abhay K. Singh、Biswajit Mishra、Sharmistha Dey

  DOI：10.1007/s00706-012-0742-4

  日期：2012.12

  A facile and efficient one-pot, four-component synthesis of polyhydroquinoline derivatives via the Hantzsch reaction using Nafion-H-A (R) as heterogeneous catalyst in PEG 400-water solvent system is described herein. The present methodology offers several advantages such as excellent yields, simple procedure, shorter reaction times, and milder conditions with remarkable recyclability.