4-bromo-3-hydroxy-5-(4-methylphenyl)furan-2(5H)-one | 32544-95-9

• 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: 4-bromo-3-hydroxy-5-(4-methylphenyl)furan-2(5H)-one
• 英文别名: 3-bromo-4-hydroxy-2-(4-methylphenyl)-2H-furan-5-one
• CAS: 32544-95-9
• 化学式: C₁₁H₉BrO₃
• 分子量: 269.095
• InChiKey: ALZKEOJFKVTQED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  丙酮酸乙酯 、 对甲基苯甲醛 在 ionic liquid [BDBDMIm](Br₃)2 作用下， 以 neat (no solvent) 为溶剂， 反应 1.0h， 以81%的产率得到4-bromo-3-hydroxy-5-(4-methylphenyl)furan-2(5H)-one
  参考文献：
  名称：

  Ionic Liquid [BDBDMIm](Br3)2 As a New Efficient Brominating Agent in the Synthesis of γ-Butyrolactones

  摘要：

  gamma-Butyrolactones can be synthesized by a solvent free multicomponent reaction of aldehydes with ethylpyruvate followed by an intramolecular cyclization using the new brominating agent, ionic liquid [BDBDMIm](Br-3)(2). This is the first synthesis of gamma-butyrolactones starting with aldehydes via the Knovenagel condensation and halogenation, followed by multicomponent cyclization reaction. The present method offers several advantages such as solvent free mild conditions, simple procedure, excellent yields, and environmental friendliness. All synthesized compounds were characterized by their IR, H-1 and C-13 NMR spectra.

  DOI：

  10.1134/s1070363218050286