4-(3,4,5-trimethoxyphenyl)-1,4,5,6,7,8-hexahydro-5-oxo-2,7,7-trimethyl-3-quinoline carboxylic acid methyl ester

• 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: 4-(3,4,5-trimethoxyphenyl)-1,4,5,6,7,8-hexahydro-5-oxo-2,7,7-trimethyl-3-quinoline carboxylic acid methyl ester
• 英文别名: methyl 1,4,7,8-tetrahydro-2,7,7-trimethyl-4-(3,4,5-trimethoxyphenyl)-5(6H)-oxoquinoline-3-carboxylate；methyl 1,4,5,6,7,8‐hexahydro‐4‐(3,4,5‐trimethoxyphenyl)‐2,7,7‐trimethyl‐5‐oxoquinoline‐3‐carboxylate；methyl 2,7,7-trimethyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate；methyl 2,7,7-trimethyl-5-oxo-4-(3,4,5-trimethoxyphenyl)-1,4,6,8-tetrahydroquinoline-3-carboxylate
• 化学式: C₂₃H₂₉NO₆
• 分子量: 415.486
• InChiKey: HPUMFPFVDUHQBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 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：

  methyl (E)-3-aminocrotonate 、 2,2'-((3,4,5-trimethoxyphenyl)methylene)bis(3-hydroxy-5,5-dimethylcyclohex-2-enone) 以 甲醇 为溶剂， 反应 12.0h， 以68%的产率得到4-(3,4,5-trimethoxyphenyl)-1,4,5,6,7,8-hexahydro-5-oxo-2,7,7-trimethyl-3-quinoline carboxylic acid methyl ester
  参考文献：
  名称：

  Sainani, J. B.; Shah, A. C.; Arya, V. P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1994, vol. 33, # 6, p. 526 - 531

  摘要：

  DOI：

文献信息

• Application of salicylic acid as an eco‐friendly and efficient catalyst for the synthesis of 2,4,6‐triaryl pyridine, 2‐amino‐3‐cyanopyridine, and polyhydroquinoline derivatives
  作者：Majid Roozifar、Nourallah Hazeri、Homayoun Faroughi Niya

  DOI：10.1002/jhet.4242

  日期：2021.5

  In this study, three eco‐friendly, efficient, and convenient protocols have been reported for one‐pot synthesis of 2,4,6‐triaryl pyridine, 2‐amino‐3‐cyanopyridine, and polyhydroquinoline derivatives using salicylic acid as a catalyst under solvent‐free condition. The reported protocols offer several significant advantages such as the application of a nontoxic, neutral, and cheap catalyst, environmentally

  在这项研究中，已经报道了使用水杨酸作为催化剂，在一个锅中合成2,4,6-三芳基吡啶，2-氨基-3-氰基吡啶和聚氢喹啉衍生物的三种环保，高效和便捷的方案。无溶剂条件。所报道的方案具有许多显着的优点，例如使用无毒，中性且廉价的催化剂，环境友好的条件，易于通过过滤分离产物，较短的反应时间，简单的方法和良好的收率。
• Sucrose chelated auto combustion synthesis of BiFeO ₃ nanoparticles: Magnetically recoverable catalyst for the one‐pot synthesis of polyhydroquinoline
  作者：Harminder Singh、Nidhi Garg、Priya Arora、Jaspreet Kaur Rajput、Jigyasa

  DOI：10.1002/aoc.4357

  日期：2018.6

  synthesized materials. The BiFeO3 nanoparticles so obtained were employed as heterogeneous catalyst for the synthesis of polyhydroquinoline derivatives. All the polyhydroquinoline derivatives were characterized by Fourier transform infrared spectroscopy (FT‐IR) and Nuclear magnetic resonance spectroscopy (1H NMR). For the very first time ever we have used BiFeO3 as a recyclable magnetic nanocatalyst in the

  通过自动燃烧合成了蔗糖螯合的铋铁氧体（BiFeO 3）纳米颗粒作为新型非均相催化剂。已采用不同的煅烧温度（150°C，450°C，550°C，650°C，750°C和850°C）获得单相BiFeO 3纳米粒子。钙钛矿结构的形成和有机相（蔗糖）的消失是通过傅立叶变换红外光谱（FT-IR）获得的。相的确定和结构表征是通过粉末X射线衍射（XRD）进行的。通过振动样品磁力计（VSM）分析了磁性，而表面积/孔体积是通过Brunauer-Emmett-Teller（BET）获得的。透射电子显微镜（TEM）分析了颗粒的大小和形态。通过热重分析（TGA）研究热稳定性，并通过X射线光电子能谱（XPS）确定组成元素。拉曼光谱证实了合成材料的钙钛矿结构。BiFeO 3如此获得的纳米颗粒用作合成多氢喹啉衍生物的非均相催化剂。所有聚氢喹啉衍生物均通过傅里叶变换红外光谱（FT-IR）和核磁共振光谱（1 H NMR）进
• Solvent-free synthesis of polyhydroquinoline derivatives employing mesoporous vanadium ion doped titania nanoparticles as a robust heterogeneous catalyst via the Hantzsch reaction
  作者：G. B. Dharma Rao、S. Nagakalyan、G. K. Prasad

  DOI：10.1039/c6ra26664a

  日期：——

  nanoparticles (V–TiO2) were used as a reusable and robust heterogeneous catalyst for one-pot four component synthesis of polyhydroquinoline derivatives via the esteemed Hantzsch reaction using arylaldehyde, β-ketoester, dimedone and ammonium acetate at 80 °C under solvent-free conditions as a multi-component synthesis. On the other hand, the catalytic activity of V–TiO2 was compared with undoped commercial

  介孔钒离子掺杂的二氧化钛纳米粒子（V–TiO 2）被用作可重用且坚固的多相催化剂，用于通过使用芳醛，β-酮酸酯，二甲基酮和乙酸铵在80°C下进行的著名的Hantzsch反应，一锅合成四氢聚喹啉衍生物。 C在无溶剂条件下作为多组分合成。另一方面，V–TiO 2的催化活性将其与未掺杂的商业二氧化钛纳米催化剂进行了比较。该方案成功地与各种结构多样的芳基醛与β-酮酸酯，二甲酮和乙酸铵有关，从而提供了相应的聚氢喹啉衍生物。操作简便，反应时间短和令人满意的产率是该方案的关键特征。该催化剂可以容易地再循环和再利用，而没有催化活性的明显下降。
• An efficient, catalyst- and solvent-free, four-component, and one-pot synthesis of polyhydroquinolines on grinding
  作者：Satish Kumar、Poonam Sharma、Kamal K. Kapoor、Maninder Singh Hundal

  DOI：10.1016/j.tet.2007.11.008

  日期：2008.1

  An efficient synthesis of polyhydroquinolines is achieved via a four-component reaction of aldehydes, dimedone, active methylene compounds, and ammonium acetate in one-pot under solvent-free conditions at room temperature on grinding. The present method does not involve any hazardous organic solvent or catalyst. The key advantages are the short reaction time, high yields, simple workup, and purification of products by non-chromatographic methods, i.e., by simple recrystallization from ethanol. (c) 2007 Elsevier Ltd. All rights reserved.
• Sainani, J. B.; Shah, A. C.; Arya, V. P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1994, vol. 33, # 6, p. 526 - 531
  作者：Sainani, J. B.、Shah, A. C.、Arya, V. P.

  DOI：——

  日期：——