1,4,5,6,7,8-Hexahydro-2-methyl-4-(3,4-dimethoxy-phenyl)-5-oxo-chinolin-3-carbonsaeure-ethylester | 94961-18-9

• 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: 1,4,5,6,7,8-Hexahydro-2-methyl-4-(3,4-dimethoxy-phenyl)-5-oxo-chinolin-3-carbonsaeure-ethylester
• 英文别名: 4-(3,4-dimethoxy-phenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester；Ethyl 4-(3,4-dimethoxyphenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydro-3-quinolinecarboxylate；ethyl 4-(3,4-dimethoxyphenyl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylate
• CAS: 94961-18-9
• 化学式: C₂₁H₂₅NO₅
• 分子量: 371.433
• InChiKey: WMVWLIJNQNLDKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 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 、 3,4-二甲氧基苯甲醛 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 11.0h， 以85%的产率得到1,4,5,6,7,8-Hexahydro-2-methyl-4-(3,4-dimethoxy-phenyl)-5-oxo-chinolin-3-carbonsaeure-ethylester
  参考文献：
  名称：

  One-pot multi-component synthesis of polyhydroquinolines at ambient temperature

  摘要：

  摘要 描述了一种在室温下通过醛、1,3-二酮、β-酮酯和乙酸铵在乙醇介质中进行多组分反应的高效且环保的一锅法合成多氢奎啉。提出了可能的转化机制。该过程的特点是温和的反应条件、无需外部催化剂、良好的产率以及在室温下的操作简便性。

  DOI：

  10.1016/j.crci.2010.09.009

文献信息

• One-pot multi-component synthesis of polyhydroquinolines at ambient temperature
  作者：K.A. Undale、T.S. Shaikh、D.S. Gaikwad、D.M. Pore

  DOI：10.1016/j.crci.2010.09.009

  日期：2011.5

  Résumé An efficient and eco-friendly one-pot synthesis of polyhydroquinolines at ambient temperature from the multi-component reaction of aldehyde, 1,3-diketone, β-keto ester and ammonium acetate in ethanol medium is described. The probable mechanism of transformation is suggested. The features of this procedure are mild reaction conditions, no need of external catalyst, good yields and the operational simplicity at ambient temperature.

  摘要 描述了一种在室温下通过醛、1,3-二酮、β-酮酯和乙酸铵在乙醇介质中进行多组分反应的高效且环保的一锅法合成多氢奎啉。提出了可能的转化机制。该过程的特点是温和的反应条件、无需外部催化剂、良好的产率以及在室温下的操作简便性。
• Hydromagnesite as an Efficient Recyclable Heterogeneous Solid Base Catalyst for the Synthesis of Flavanones, Flavonols and 1,4-Dihydropyridines in Water
  作者：U. Chinna Rajesh、Sunny Manohar、Diwan S. Rawat

  DOI：10.1002/adsc.201300555

  日期：2013.11.11

  AbstractA form of hydromagnesite (HM) with flower‐like thin‐sheet morphology was synthesized by an environmentally benign approach using simple conventional heating at moderate temperature without using any template in water as medium. The versatility of this HM catalyst was studied in the synthesis of flavanones, flavonols and the multicomponent synthesis of 1,4‐dihydropyridines in water. The recyclability of catalyst was studied for six times and there was no appreciable loss in its catalytic activity.magnified image
• Wu, Chunlei; Shen, Runpu; Tao, Feifei, Journal of the Indian Chemical Society, 2013, vol. 90, # 8, p. 1243 - 1246
  作者：Wu, Chunlei、Shen, Runpu、Tao, Feifei、Gao, Xiaozhong、Deng, Liping、Zhou, Yubo

  DOI：——

  日期：——
• Functionalized superparamagnetic Fe₃O₄ as an efficient quasi-homogeneous catalyst for multi-component reactions
  作者：U. Chinna Rajesh、Divya Divya、Diwan S. Rawat

  DOI：10.1039/c4ra06803c

  日期：——

  Tetrabutylammonium valinate [NBu₄][Val] ionic liquid functionalized Fe₃O₄ NPs (VSF) was used as an efficient “quasi-homogeneous” catalyst for multi-component synthesis of 1,4-dihydropyridines and 2-amino-4-(indol-3-yl)-4H-chromenes at room temperature.

  四丁基铵缬氨酸盐[NBu₄][Val]离子液体功能化Fe₃O₄纳米颗粒（VSF）被用作高效的“准均相”催化剂，用于在室温下合成1,4-二氢吡啶和2-氨基-4-(吲哚-3-基)-4H-色酮的多组分反应。