反应 #302855

反应方程式

boron tribromide

compound 15

6-bromo-4′-methoxyflavone

→

compound 16

6-bromo-4′-hydroxyflavone

溶剂

dichloromethane

dichloromethane

反应条件

后处理

1. 1
   温度under cooling on ice
2. 2
   其他the obtained mixture was then reacted
3. 3
   其他After completion of the reaction
4. 4
   其他purified water (100 ml)
5. 5
   workup.ADDITIONwas added to the reaction solution
6. 6
   萃取the dichloromethane layer was extracted
7. 7
   干燥The extract was dried over anhydrous sodium sulfate
8. 8
   workup.DISTILLATIONthe solvent was then distilled away under reduced pressure

实验过程

A dichloromethane solution (12 ml) that contained boron tribromide was slowly added to a dichloromethane solution (215 ml) that contained compound 15 (400 mg, 1.21 mmol) while stirring under cooling on ice, and the obtained mixture was then reacted. After completion of the reaction, purified water (100 ml) was added to the reaction solution, and the dichloromethane layer was extracted. The extract was dried over anhydrous sodium sulfate, and the solvent was then distilled away under reduced pressure. The residue was subjected to silica gel column chromatography using ethyl acetate/hexane (2/5) as an elution solvent, so as to obtain a product of interest, 6-bromo-4′-hydroxyflavone (compound 16). Yield: 50 mg (yield constant: 13.1%) 1H NMR (300 MHz, CDCl3) δ10.38 (s, 1H), 8.09 (s, 1H), 7.97-8.00 (m, 3H), 7.76 (d, J=9.0 Hz, 1H), 6.93-6.96 (m, 3H).

来源