7-(4-Chlorobutoxy)-5-hydroxy-2-methyl-3-phenyl-4H-chromen-4-one | 165557-96-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 7-(4-Chlorobutoxy)-5-hydroxy-2-methyl-3-phenyl-4H-chromen-4-one
• 英文别名: 7-(4-chlorobutoxy)-5-hydroxy-2-methyl-3-phenylchromen-4-one
• CAS: 165557-96-0
• 化学式: C₂₀H₁₉ClO₄
• 分子量: 358.821
• InChiKey: PLAWEKFTLPESQC-UHFFFAOYSA-N

物化性质

• 沸点：
  565.3±50.0 °C(Predicted)
• 密度：
  1.278±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4-二羟基-3-丙基苯乙酮 、 7-(4-Chlorobutoxy)-5-hydroxy-2-methyl-3-phenyl-4H-chromen-4-one 在 potassium carbonate 、 potassium iodide 作用下， 以 various solvent(s) 为溶剂， 反应 54.0h， 以74.2%的产率得到7-[4-(4-Acetyl-3-hydroxy-2-propyl-phenoxy)-butoxy]-5-hydroxy-2-methyl-3-phenyl-chromen-4-one
  参考文献：
  名称：

  Synthesis of bridged isoflavone derivatives

  摘要：

  7-Chloroalkoxyisoflavones (10-26) have been prepared by chemoselective-in the case of 5,7-dihydroxyisoflavones also regioselective-alkylation of hydroxyisoflavones (3-9) with alpha-bromo-omega-chloroalkanes. Compounds 10-26 were allowed to react either with 2',4'-dihydroxy-3'-n-propylacetophenone (1) or with 2-ethoxycarbonyl-7-hydroxy-8-n-propylchromone (2) to afford bridged isoflavone derivatives 27-51 with methylene spacers of various length. Carboxylic acid ethyl esters 43-51 have been saponified to obtain the carboxylic acids 52-60.

  DOI：

  10.1007/bf00812250
• 作为产物：
  描述：

  1-溴-4-氯丁烷 、 5,7-二羟基-2-甲基-3-苯基色烯-4-酮 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 5.0h， 以83.8%的产率得到7-(4-Chlorobutoxy)-5-hydroxy-2-methyl-3-phenyl-4H-chromen-4-one
  参考文献：
  名称：

  Synthesis of bridged isoflavone derivatives

  摘要：

  7-Chloroalkoxyisoflavones (10-26) have been prepared by chemoselective-in the case of 5,7-dihydroxyisoflavones also regioselective-alkylation of hydroxyisoflavones (3-9) with alpha-bromo-omega-chloroalkanes. Compounds 10-26 were allowed to react either with 2',4'-dihydroxy-3'-n-propylacetophenone (1) or with 2-ethoxycarbonyl-7-hydroxy-8-n-propylchromone (2) to afford bridged isoflavone derivatives 27-51 with methylene spacers of various length. Carboxylic acid ethyl esters 43-51 have been saponified to obtain the carboxylic acids 52-60.

  DOI：

  10.1007/bf00812250

文献信息

• Synthesis of bridged isoflavone derivatives
  作者：A. Lévai、T. Patonay

  DOI：10.1007/bf00812250

  日期：1995.2

  7-Chloroalkoxyisoflavones (10-26) have been prepared by chemoselective-in the case of 5,7-dihydroxyisoflavones also regioselective-alkylation of hydroxyisoflavones (3-9) with alpha-bromo-omega-chloroalkanes. Compounds 10-26 were allowed to react either with 2',4'-dihydroxy-3'-n-propylacetophenone (1) or with 2-ethoxycarbonyl-7-hydroxy-8-n-propylchromone (2) to afford bridged isoflavone derivatives 27-51 with methylene spacers of various length. Carboxylic acid ethyl esters 43-51 have been saponified to obtain the carboxylic acids 52-60.