diethyl 2,6-dimethyl-4-(4-hydroxy-3-methoxyphenyl)pyridine-3,5-dicarboxylate | 199285-74-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: diethyl 2,6-dimethyl-4-(4-hydroxy-3-methoxyphenyl)pyridine-3,5-dicarboxylate
• 英文别名: 3,5-diethoxycarbonyl-4-(4-hydroxy-3-methoxyphenyl)-2,6-dimethylpyridine；4-(4-hydroxy-3-methoxy-phenyl)-2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester；4-(4-Hydroxy-3-methoxy-phenyl)-2,6-dimethyl-pyridin-3,5-dicarbonsaeure-diaethylester；Diethyl 4-(4-hydroxy-3-methoxyphenyl)-2,6-dimethylpyridine-3,5-dicarboxylate
• CAS: 199285-74-0
• 化学式: C₂₀H₂₃NO₆
• mdl: MFCD01313910
• 分子量: 373.406
• InChiKey: IOTGNPXNGUXQFE-UHFFFAOYSA-N

物化性质

• 熔点：
  160-161 °C
• 沸点：
  470.0±45.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  95
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  diethyl 2,6-dimethyl-4-(4-hydroxy-3-methoxyphenyl)pyridine-3,5-dicarboxylate 、 硫酸二甲酯 在 氢氧化钾 作用下， 生成 diethyl 2,6-dimethyl-4-(3,4-dimethoxyphenyl)pyridine-3,5-dicarboxylate
  参考文献：
  名称：

  Kahn et al., Journal of the Chemical Society, 1949, p. 2128,2133

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(4-acetoxy-3-methoxy-phenyl)-2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester 在 氢氧化钾 作用下， 生成 diethyl 2,6-dimethyl-4-(4-hydroxy-3-methoxyphenyl)pyridine-3,5-dicarboxylate
  参考文献：
  名称：

  Kahn et al., Journal of the Chemical Society, 1949, p. 2128,2133

  摘要：

  DOI：

文献信息

• BIFC and QFC promoted rapid and cleaner aromatization of 1,4-dihydropyridines under solvent-free condition
  作者：Vajiravelu Sivamurugan、Velayutham Murugesan、Valiyaveettil Suresh、Muthaiyahpillai Palanichamy、Ajayan Vinu

  DOI：10.1002/jhet.5570440438

  日期：2007.7

  This communication expresses aromatisation of 1,4-dihydropyridines to pyridine derivatives with the help of alumina supported benzimidazolium fluorochromate (BIFC) and quinolinium fluorochromate (QFC) as oxidants under solvent-free microwave irradiation. Moderate to excellent yield (80-98%) of pyridine derivatives were achieved by this methodology.

  这种交流表示在无溶剂微波辐射下，借助于氧化铝负载的氟代苯并咪唑鎓铬酸盐（BIFC）和氟代喹啉鎓铬酸盐（QFC），可以将1,4-二氢吡啶芳构化为吡啶衍生物。通过这种方法，吡啶衍生物的产率中等至优异（80-98％）。
• Oxidative aromatization of Hantzsch 1,4-dihydropyridines by sodium chlorite
  作者：Xiali Liao、Wenbin Lin、Jun Lu、Chun Wang

  DOI：10.1016/j.tetlet.2010.05.091

  日期：2010.7

  Hantzsch 1,4-dihydropyridines were converted to the corresponding pyridines efficiently by sodium chlorite under mild conditions in excellent yields.

  在温和的条件下，亚氯酸钠可有效地将Hantzsch 1,4-二氢吡啶有效转化为相应的吡啶，并具有优异的收率。
• Oxidative aromatization of Hantzsch 1,4-dihydropyridines by cupric bromide under mild heterogeneous condition
  作者：Forid Saikh、Rimpa De、Somnath Ghosh

  DOI：10.1016/j.tetlet.2014.09.025

  日期：2014.11

  A mild heterogeneous oxidizing agent, cupric bromide has been utilized for the oxidative aromatization of Hantzsch 1,4-dihydropyridines to the corresponding pyridine derivatives in excellent yields with the isolation of products by simple work-up procedure.

  一种温和的非均相氧化剂溴化铜已被用于Hantzsch 1,4-二氢吡啶氧化芳构化成相应的吡啶衍生物，并以极高的收率通过简单的后处理程序分离出产物。
• Aromatization of Hantzsch Ester 1,4-Dihydropyridines with Iodine under Normal Conditions and Ultrasound Irradiation
  作者：Behzad Zeynizadeh、Karim Akbari Dilmaghani、Asli Roozijoy

  DOI：10.1002/jccs.200500139

  日期：2005.10

  A variety of Hantzsch ester 1,4-dihydropyridines are efficiently oxidized to their corresponding pyridine compounds with iodine under normal conditions and ultrasound irradiation. The reactions were carried out in refluxing CH 3 CN.

  多种Hantzsch酯1,4-二氢吡啶在正常条件下和超声照射下被碘有效地氧化成相应的吡啶化合物。反应在回流的CH 3 CN中进行。
• Aromatization of 1,4-dihydropyridines with selenium dioxide
  作者：Xiao-hua Cai、Hai-jun Yang、Guo-lin Zhang

  DOI：10.1139/v05-058

  日期：2005.3.1

  1,4-Dihydropyridines were aromatized to corresponding pyridines using stoichiometric selenium dioxide at ambient temperature in a yield of 87%~98%.Key words: 1,4-dihydropyridines, aromatization, oxidation, pyridine derivatives, selenium dioxide.

  1,4-二氢吡啶在常温下用化学计量的二氧化硒芳构化为相应的吡啶，产率为87%~98%。关键词：1,4-二氢吡啶，芳构化，氧化，吡啶衍生物，二氧化硒。