4-甲氧基-5-氧代-1,2-二苯基-2H-吡咯-3-羧酸乙酯 | 6940-07-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 中文名称: 4-甲氧基-5-氧代-1,2-二苯基-2H-吡咯-3-羧酸乙酯
• 英文名称: 4-methoxy-5-oxo-1,2-diphenyl-2,5-dihydro-pyrrole-3-carboxylic acid ethyl ester
• 英文别名: 4-Methoxy-5-oxo-1,2-diphenyl-2,5-dihydro-pyrrol-3-carbonsaeure-aethylester；Ethyl 4-methoxy-5-oxo-1,2-diphenyl-2,5-dihydro-1h-pyrrole-3-carboxylate；ethyl 4-methoxy-5-oxo-1,2-diphenyl-2H-pyrrole-3-carboxylate
• CAS: 6940-07-4
• 化学式: C₂₀H₁₉NO₄
• 分子量: 337.375
• InChiKey: KWURKUFQOWOEOV-UHFFFAOYSA-N

物化性质

• 熔点：
  83-85 °C
• 沸点：
  481.9±45.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-甲氧基-5-氧代-1,2-二苯基-2H-吡咯-3-羧酸乙酯 、 triethyloxonium fluoroborate 在 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到Ethyl 5-ethoxy-4-methoxy-1,2-diphenylpyrrole-3-carboxylate
  参考文献：
  名称：

  Synthesis of 2,3-Dialkoxy-1H-pyrrole via Reduction of Dioxopyrroline with Sodium Hydrosulfite

  摘要：

  Reduction of IH-pyrrole-2,3-dione (3 and 7) with sodium hydrosulfite took place selectively in a 1,4-manner. Methylation of the product with diazomethane gave 1,5-dihydro-3-methoxy-2H-pyrrol-2-one (5 and 8) in good yield. Treatment of the methyl ether (5 or 8) with triethyloxonium tetrafluoroborate caused ethylation of the lactam carbonyl with concomitant deprotonation to give 2,3-dialkoxy-1H-pyrrole (9). This conversion provides a simple synthetic method of 2,3-dialkoxypyrroles.

  DOI：

  10.3987/com-93-6479
• 作为产物：
  描述：

  4-ethoxycarbonyl-1,5-diphenyl-1H-pyrrole-2,3-dione 在 sodium disulfite 作用下， 以 1,4-二氧六环 、 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 0.5h， 生成 4-甲氧基-5-氧代-1,2-二苯基-2H-吡咯-3-羧酸乙酯
  参考文献：
  名称：

  Synthesis of 2,3-Dialkoxy-1H-pyrrole via Reduction of Dioxopyrroline with Sodium Hydrosulfite

  摘要：

  Reduction of IH-pyrrole-2,3-dione (3 and 7) with sodium hydrosulfite took place selectively in a 1,4-manner. Methylation of the product with diazomethane gave 1,5-dihydro-3-methoxy-2H-pyrrol-2-one (5 and 8) in good yield. Treatment of the methyl ether (5 or 8) with triethyloxonium tetrafluoroborate caused ethylation of the lactam carbonyl with concomitant deprotonation to give 2,3-dialkoxy-1H-pyrrole (9). This conversion provides a simple synthetic method of 2,3-dialkoxypyrroles.

  DOI：

  10.3987/com-93-6479

文献信息

• Synthesis of 2,3-Dialkoxy-1H-pyrrole via Reduction of Dioxopyrroline with Sodium Hydrosulfite
  作者：Takehiro Sano、Masaharu Seki、Jun Toda、Yoshisuke Tsuda

  DOI：10.3987/com-93-6479

  日期：——

  Reduction of IH-pyrrole-2,3-dione (3 and 7) with sodium hydrosulfite took place selectively in a 1,4-manner. Methylation of the product with diazomethane gave 1,5-dihydro-3-methoxy-2H-pyrrol-2-one (5 and 8) in good yield. Treatment of the methyl ether (5 or 8) with triethyloxonium tetrafluoroborate caused ethylation of the lactam carbonyl with concomitant deprotonation to give 2,3-dialkoxy-1H-pyrrole (9). This conversion provides a simple synthetic method of 2,3-dialkoxypyrroles.