ethyl 4-chloro-2-methyl-5,10-dioxo-11-propoxy-5,10-dihydroanthra[2,3-b]furan-3-carboxylate | 1132762-76-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: ethyl 4-chloro-2-methyl-5,10-dioxo-11-propoxy-5,10-dihydroanthra[2,3-b]furan-3-carboxylate
• 英文别名: ethyl 4-chloro-2-methyl-5,10-dioxo-11-propoxynaphtho[2,3-f][1]benzofuran-3-carboxylate
• CAS: 1132762-76-5
• 化学式: C₂₃H₁₉ClO₆
• 分子量: 426.853
• InChiKey: AGSDPPNIKGOFEY-UHFFFAOYSA-N

物化性质

• 熔点：
  119-121 °C(Solvent: Hexane)
• 沸点：
  595.5±50.0 °C(predicted)
• 密度：
  1.352±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  82.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 4-chloro-2-methyl-5,10-dioxo-11-propoxy-5,10-dihydroanthra[2,3-b]furan-3-carboxylate 、 苯酚 在 potassium carbonate 作用下， 以62%的产率得到ethyl 2-methyl-5,10-dioxo-4-phenoxy-11-propoxy-5,10-dihydroanthra[2,3-b]furan-3-carboxylate
  参考文献：
  名称：

  Synthesis and photochemical properties of phenoxy derivatives of anthra[2,3-b]furan-5,10-dione

  摘要：

  Nucleophilic replacement of the hydroxy groups in ethyl 4,11-dihydroxy-2-methyl-5,10-dioxo-5,10-dihydroanthra[2,3-b]furan-3-carboxylate by chlorine upon treatment with phosphorus acid chlorides gave the corresponding 4(11)-chloro derivatives which were converted into photochromic ethyl 4(11)-phenoxy-2-methyl-5,10-dioxo-5,10-dihydroanthra[2,3-b]furan-3-carboxylates. Photoinduced decomposition of the latter leads to the formation of phenol and fluorescent hydroxyanthra[2,3-b]furandiones.

  DOI：

  10.1134/s1070428008060134
• 作为产物：
  描述：

  ethyl 4-chloro-11-hydroxy-2-methyl-5,10-dioxo-5,10-dihydroanthra[2,3-b]furan-3-carboxylate 、 1-碘代丙烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 以80%的产率得到ethyl 4-chloro-2-methyl-5,10-dioxo-11-propoxy-5,10-dihydroanthra[2,3-b]furan-3-carboxylate
  参考文献：
  名称：

  Synthesis and photochemical properties of phenoxy derivatives of anthra[2,3-b]furan-5,10-dione

  摘要：

  Nucleophilic replacement of the hydroxy groups in ethyl 4,11-dihydroxy-2-methyl-5,10-dioxo-5,10-dihydroanthra[2,3-b]furan-3-carboxylate by chlorine upon treatment with phosphorus acid chlorides gave the corresponding 4(11)-chloro derivatives which were converted into photochromic ethyl 4(11)-phenoxy-2-methyl-5,10-dioxo-5,10-dihydroanthra[2,3-b]furan-3-carboxylates. Photoinduced decomposition of the latter leads to the formation of phenol and fluorescent hydroxyanthra[2,3-b]furandiones.

  DOI：

  10.1134/s1070428008060134