ethyl 1,4,5,6,7,8-hexahydro-2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)quinoline-3-carboxylate | 299946-98-8

• 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-2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)quinoline-3-carboxylate
• 英文别名: Ethyl 2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate；ethyl 2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylate
• CAS: 299946-98-8
• 化学式: C₂₂H₂₇NO₆
• 分子量: 401.459
• InChiKey: ONYTYSNCKYLSLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  乙酰乙酸乙酯 、 1,3-环己二酮 、 3,4,5-三甲氧基苯甲醛 在 ammonium acetate 作用下， 以 乙腈 为溶剂， 反应 0.03h， 以98%的产率得到ethyl 1,4,5,6,7,8-hexahydro-2-methyl-5-oxo-4-(3,4,5-trimethoxyphenyl)quinoline-3-carboxylate
  参考文献：
  名称：

  钼和钨基配位聚合物作为高效快速合成六氢-5-氧代喹啉-3-羧酸和1,4-二氢吡啶-3-3,5-二羧酸酯的催化剂

  摘要：

  在基于钼和钨的配位聚合物[M（Bu 3 Sn）2 O 4）] n（M = Mo或W）作为催化剂（方案1和2；表2和3）。产品在室温下以优异的收率（90–98％）形成。催化剂在非均相条件下工作且可回收。这些聚合物用于进行有机合成的早期报道是有限的。本方法探索了这些催化剂的新的有用的应用。

  DOI：

  10.1002/hlca.201000354

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