ethyl 4-(4-ethoxyphenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

• 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 4-(4-ethoxyphenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate
• 英文别名: ethyl 4-(4-ethoxyphenyl)-2,7,7-trimethyl-5-oxo-1,4,6,8-tetrahydroquinoline-3-carboxylate
• 化学式: C₂₃H₂₉NO₄
• 分子量: 383.488
• InChiKey: APYZXHVQSCBSJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  28
• 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：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-乙氧基苯甲醛 、 ethyl acetoacetate 、 5,5-二甲基-1,3-环己二酮 在 氨 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以78%的产率得到ethyl 4-(4-ethoxyphenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate
  参考文献：
  名称：

  Ahluwalia; Goyal, Bindu, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1996, vol. 35, # 10, p. 1021 - 1025

  摘要：

  DOI：

文献信息

• Heterogeneous Cu(<scp>ii</scp>)/<scp>l</scp>-His@Fe₃O₄ nanocatalyst: a novel, efficient and magnetically-recoverable catalyst for organic transformations in green solvents
  作者：Masoomeh Norouzi、Arash Ghorbani-Choghamarani、Mohsen Nikoorazm

  DOI：10.1039/c6ra19776k

  日期：——

  A novel, efficient and green Cu(II)/L-His@Fe3O4 catalyst has been applied successfully in the synthesis of heterocyclic compounds. The resulting catalyst was used in the synthesis of 2,3-dihydroquinazolin-4(1H)-ones, polyhydroquinolines and 2-amino-6-(arylthio)pyridine-3,5-dicarbonitriles as biologically interesting compounds. The present research is focused on investigation of recycling, reusability

  一种新颖，高效，绿色的Cu（II）/ L- His @ Fe 3 O 4催化剂已成功用于杂环化合物的合成。所得催化剂用于合成2，3-二氢喹唑啉-4（1H）-酮，聚氢喹啉和2-氨基-6-（芳硫基）吡啶-3，5-二碳腈作为生物学上感兴趣的化合物。本研究的重点是研究相反应中催化剂的循环利用，可重复使用性和稳定性。Cu（II）/ L -His @ Fe 3 O 4该催化剂至少使用了六次，其活性与新鲜催化剂相当。通过TGA / DTG，EDS，XRD，VSM，FT-IR和SEM对催化剂的化学组成和结构进行了分析。
• Cu-<i>S</i>-(propyl)-2-aminobenzothioate on magnetic nanoparticles: highly efficient and reusable catalyst for synthesis of polyhydroquinoline derivatives and oxidation of sulfides
  作者：Arash Ghorbani-Choghamarani、Bahman Tahmasbi、Parisa Moradi、Nasrin Havasi

  DOI：10.1002/aoc.3478

  日期：2016.8

  Cu–S‐(propyl)‐2‐aminobenzothioate supported on functionalized Fe3O4 magnetic nanoparticles is reported as a reusable and highly efficient nanocatalyst for the one‐pot synthesis of polyhydroquinoline derivatives and also for selective oxidation of sulfides to sulfoxides. The prepared nanoparticles were characterized using Fourier transform infrared spectroscopy, vibrating sample magnetometry, thermogravimetric

  官能化的Fe 3 O 4上负载的Cu- S-（丙基）-2-氨基苯甲硫醇据报道，磁性纳米颗粒是一种可重复使用的高效纳米催化剂，可用于单锅合成多氢喹啉衍生物，也可用于将硫化物选择性氧化为亚砜。使用傅里叶变换红外光谱仪，振动样品磁力分析，热重分析，透射和扫描电子显微镜，能量色散X射线光谱，X射线衍射，电感耦合等离子体原子发射光谱和原子吸收光谱对制备的纳米颗粒进行表征。使用外部磁体可以容易地回收纳米催化剂，并且可以在不显着损失其催化效率的情况下重复使用几次。版权所有©2016 John Wiley＆Sons，Ltd.
• TEDETA@BNPs as a basic and metal free nanocatalyst for Knoevenagel condensation and Hantzsch reaction
  作者：Arash Ghorbani-Choghamarani、Zahra Heidarnezhad、Bahman Tahmasbi、Gouhar Azadi

  DOI：10.1007/s13738-018-1417-9

  日期：2018.10

  In this work, Boehmite nanoparticles (BNPs) were synthesized in water using commercially available materials and further N,N,N′,N′-tetraethyldiethylentriamin (TEDETA) was supported on the surface of BNPs, and used as organo-basic catalyst in four-component Hantzsch reaction that provides access to pharmaceutically polyhydroquinoline derivatives and Knoevenagel reaction to afford α,β-unsaturated compounds. All products were obtained in excellent yields (89–98%) and good reaction times under green condition such as water and ethanol solvents. This catalyst was characterized using FT-IR, SEM, EDS, and TGA techniques. This catalyst was reused for several times without the significant loss of their catalytic efficiency. In addition, stability of catalyst after recycling was confirmed by TGA, SEM, EDS and FT-IR techniques.

  在这项工作中，采用商业可得的材料在水中合成了水铝石纳米粒子（BNPs），并进一步在BNPs表面负载了N,N,N′,N′-四乙基二乙烯三胺（TEDETA），用于四组分汉茨施反应中的有机碱催化剂，从而获得制药用的多氢喹啉衍生物，并开展克诺文那尔反应以得到α,β-不饱和化合物。所有产物均在绿色条件下如水和乙醇溶剂中以优异的产率（89-98%）和良好的反应时间获得。该催化剂采用FT-IR、SEM、EDS和TGA技术进行表征。该催化剂在多次重复使用后，其催化效率未显著降低。此外，通过TGA、SEM、EDS和FT-IR技术确认了催化剂再生后仍具有良好的稳定性。
• Application of [Fe ₃ O ₄ @SiO ₂ @(CH ₂ ) ₃ Py]HSO ₄ ⁻ as heterogeneous and recyclable nanocatalyst for synthesis of polyhydroquinoline derivatives
  作者：Sami Sajjadifar、Zahra Azmoudehfard

  DOI：10.1002/aoc.5101

  日期：2019.11

  condensation reaction of aromatic aldehydes, dimedone, ethyl acetoacetate and ammonium acetate in the presence of a catalytic amount of ionic liquid on silica‐coated Fe3O4 nanoparticles as a heterogeneous, recyclable and very efficient catalyst provided the corresponding polyhydroquinoline derivatives in good to excellent yields in ethanol under reflux condition. The [Fe3O4@SiO2@(CH2)3Py]HSO4− catalyst was

  在二氧化硅包覆的Fe 3 O 4纳米颗粒上催化量的离子液体的存在下，芳族醛，二甲酮，乙酰乙酸乙酯和乙酸铵的四组分缩合反应作为一种非均相，可循环利用和非常有效的催化剂，提供了相应的聚氢喹啉衍生物。在回流条件下，乙醇的收率好至极好。所述的[Fe 3 ö 4 @SiO 2 @（CH 2）3 PY] HSO 4 -使用多种技术对催化剂进行了表征，例如扫描电子显微镜，粉末X射线衍射，热重分析，振动样品磁力分析和傅里叶变换红外光谱。此外，证明了催化剂的回收和再利用七次，没有发现活性降低。
• Synthesis and Characterization of Magnetic Functionalized Ni and Cu Nano Catalysts and Their Application in Oxidation, Oxidative Coupling and Various Multi-Component Reactions
  作者：Maryam Hajjami、Shiva Sheikhaei、Fatemeh Gholamian、Zakieh Yousofvand

  DOI：10.1007/s10562-020-03495-3

  日期：2021.8

  Abstract Two magnetic nano catalysts of nickel and copper, Fe 3 O 4 @SiO 2 @DOP-BenPyr-M(II), (M=Ni and Cu) have been synthesized. These catalysts were applied as recoverable, efficient and new heterogeneous catalysts for the high yielding and room temperature one-pot procedure of selective oxidation of sulfides to sulfoxides and oxidative coupling of thiols to disulfides. In addition, the catalytic

  摘要 合成了镍和铜的两种磁性纳米催化剂Fe 3 O 4 @SiO 2 @DOP-BenPyr-M(II), (M=Ni and Cu)。这些催化剂被用作可回收、高效和新型多相催化剂，用于硫化物选择性氧化成亚砜和硫醇氧化偶联成二硫化物的高产率和室温一锅法。此外，研究了 Fe 3 O 4 @SiO 2 @DOP-BenPyr-Ni(II) 作为多相纳米催化剂的催化活性，用于合成 2,3-二氢喹唑啉-4(1H)-酮、5-取代的 1H-四唑和聚氢喹啉。通过FT-IR、TGA、XRD、VSM、EDX、ICP和SEM技术对合成的催化剂进行了表征。这些催化剂通过外部磁铁回收并重复使用多次，催化效率没有显着损失。图形摘要