7-(2-hydroxy-4-oxo-4H-chromen-3-yl)-6H,7H-chromeno[4,3-b]chromen-6-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-(2-hydroxy-4-oxo-4H-chromen-3-yl)-6H,7H-chromeno[4,3-b]chromen-6-one
• 英文别名: 7-(2-hydroxy-4-oxochromen-3-yl)-7H-chromeno[3,2-c]chromen-6-one
• 化学式: C₂₅H₁₄O₆
• 分子量: 410.383
• InChiKey: IRKKKYUCVXAOQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  31
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-羟基香豆素 、 水杨醛 反应 0.3h， 以94%的产率得到7-(2-hydroxy-4-oxo-4H-chromen-3-yl)-6H,7H-chromeno[4,3-b]chromen-6-one
  参考文献：
  名称：

  An unexpected tetracyclic product isolated during the synthesis of biscoumarins catalyzed by [MIM(CH2)4SO3H][HSO4]: Characterization and X-ray crystal structure of 7-(2-hydroxy-4-oxo-4H-chromen-3-yl)-6H,7H-chromeno[4,3-b]chromen-6-one

  摘要：

  Under solvent-free conditions and in the presence of 3-methyl-1-(4-sulfonic acid)butylimidazolium hydrogen sulfate [MIM(CH2)(4)SO3H][HSO4], a Bronsted acidic ionic liquid, the reaction of aromatic aldehydes with 4-hydroxycoumarin has been investigated. A wide range of aromatic aldehydes easily undergoes condensation with 4-hydroxycoumarin to afford biscoumarins with good purity in excellent yields. However, reaction of 2-hydroxybenzaldehyde with 4-hydroxycoumarin gave, not the corresponding biscoumarin, but a tetracyclic compound, 7-(2-hydroxy-4-oxo-4H-chromen-3-yl)-6H,7H-chromeno[4,3-b]chromen-6-one, in high yield. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molliq.2011.08.007