Ethyl 4-(4-nitrophenyl)-6-oxo-2-(trifluoromethyl)-1,4,5,6-tetrahydro-3-pyridinecarboxylate | 338960-15-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Ethyl 4-(4-nitrophenyl)-6-oxo-2-(trifluoromethyl)-1,4,5,6-tetrahydro-3-pyridinecarboxylate
• 英文别名: ethyl 4-(4-nitrophenyl)-2-oxo-6-(trifluoromethyl)-3,4-dihydro-1H-pyridine-5-carboxylate
• CAS: 338960-15-9
• 化学式: C₁₅H₁₃F₃N₂O₅
• 分子量: 358.274
• InChiKey: GVKIDXQDEXAFPF-UHFFFAOYSA-N

物化性质

• 沸点：
  476.5±45.0 °C(Predicted)
• 密度：
  1.424±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  C₁₅H₁₅F₃N₂O₆ 在 对甲苯磺酸 作用下， 以 氯仿 为溶剂， 反应 3.0h， 以89%的产率得到Ethyl 4-(4-nitrophenyl)-6-oxo-2-(trifluoromethyl)-1,4,5,6-tetrahydro-3-pyridinecarboxylate
  参考文献：
  名称：

  Convenient one-pot synthesis of fluorinated DHPs derivatives and their further transformations

  摘要：

  One-pot four-component reactions of aromatic aldehyde, Meldrum's acid, ethyl-4,4,4-trifluoro-1,3-dioxobutanoate, and ammonium acetate afford ethyl 2-hydroxy-6-oxo-4-aryl-2-(trifluoromethyl)piperidine-3-carboxylate in good yields. The one-pot four-component process consists of an initial Michael addition, and a subsequent intramolecular cyclization. The effect of solvents on the reaction efficiency and yield is briefly investigated. The structure of product is further confirmed by XRD analysis. Meanwhile, the further transformation of hemi-aminal moiety to the corresponding dehydrated product is also achieved under the mild reaction conditions. The possible mechanism for the formation of product is presented. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.110

文献信息

• Convenient one-pot synthesis of fluorinated DHPs derivatives and their further transformations
  作者：Pengyuan Wang、Liping Song、Hai Yi、Min Zhang、Shizheng Zhu、Hongmei Deng、Min Shao

  DOI：10.1016/j.tetlet.2010.05.110

  日期：2010.7

  One-pot four-component reactions of aromatic aldehyde, Meldrum's acid, ethyl-4,4,4-trifluoro-1,3-dioxobutanoate, and ammonium acetate afford ethyl 2-hydroxy-6-oxo-4-aryl-2-(trifluoromethyl)piperidine-3-carboxylate in good yields. The one-pot four-component process consists of an initial Michael addition, and a subsequent intramolecular cyclization. The effect of solvents on the reaction efficiency and yield is briefly investigated. The structure of product is further confirmed by XRD analysis. Meanwhile, the further transformation of hemi-aminal moiety to the corresponding dehydrated product is also achieved under the mild reaction conditions. The possible mechanism for the formation of product is presented. (C) 2010 Elsevier Ltd. All rights reserved.