تفاعل #302855

معادلة التفاعل

boron tribromide

compound 15

6-bromo-4′-methoxyflavone

→

compound 16

6-bromo-4′-hydroxyflavone

المذيبات

dichloromethane

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder cooling on ice
2. 2
   أخرىthe obtained mixture was then reacted
3. 3
   أخرىAfter completion of the reaction
4. 4
   أخرىpurified water (100 ml)
5. 5
   workup.ADDITIONwas added to the reaction solution
6. 6
   استخلاصthe dichloromethane layer was extracted
7. 7
   تجفيفThe extract was dried over anhydrous sodium sulfate
8. 8
   workup.DISTILLATIONthe solvent was then distilled away under reduced pressure

الإجراء التجريبي

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).

المصدر