2-methoxy-4-methyl-5-phenylfuran | 107939-38-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methoxy-4-methyl-5-phenylfuran
• 英文别名: 5-methoxy-3-methyl-2-phenylfuran
• CAS: 107939-38-8
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: ZMDAVLCVAQGVAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  22.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methoxy-4-methyl-5-phenylfuran 在 air 作用下， 反应 240.0h， 以100%的产率得到methyl (2E)-3-methyl-4-oxo-4-phenylbut-2-enoate
  参考文献：
  名称：

  Methyl (E)-2-(2-phenylcyclopropylidene)acetate: Synthesis, isomerization, and reaction with 1,3-diphenyl-2-benzofuran

  摘要：

  Treatment of 3-methyl-2-phenylcycloprop-2-ene-1-carboxylic acid with potassium tert-butoxide induced its isomerization into trans-2-methylidene-3-phenylcyclopropane-1-carboxylic acid which was converted into methyl ester, and heating of the latter for 1 h in toluene gave methyl (E)-2-(2-phenylcyclopropylidene)acetate. Thermal isomerization of methyl (E)-2-(2-phenylcyclopropylidene)acetate on prolonged heating in toluene afforded 5-methoxy-3-methyl-2-phenylfuran, and the reaction with 1,3-diphenyl-2-benzofuran resulted in [4 + 2]-cycloaddition at the exocyclic double bond.

  DOI：

  10.1134/s1070428013040064
• 作为产物：
  描述：

  丙-1,2-二烯基苯 在 rhodium(II) acetate dimer 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 17.0h， 生成 2-methoxy-4-methyl-5-phenylfuran
  参考文献：
  名称：

  Methyl (E)-2-(2-phenylcyclopropylidene)acetate: Synthesis, isomerization, and reaction with 1,3-diphenyl-2-benzofuran

  摘要：

  Treatment of 3-methyl-2-phenylcycloprop-2-ene-1-carboxylic acid with potassium tert-butoxide induced its isomerization into trans-2-methylidene-3-phenylcyclopropane-1-carboxylic acid which was converted into methyl ester, and heating of the latter for 1 h in toluene gave methyl (E)-2-(2-phenylcyclopropylidene)acetate. Thermal isomerization of methyl (E)-2-(2-phenylcyclopropylidene)acetate on prolonged heating in toluene afforded 5-methoxy-3-methyl-2-phenylfuran, and the reaction with 1,3-diphenyl-2-benzofuran resulted in [4 + 2]-cycloaddition at the exocyclic double bond.

  DOI：

  10.1134/s1070428013040064