تفاعل #1435751

معادلة التفاعل

2-bromo-1-(3-methoxy-phenyl)-ethanone

boron tribromide

→

2-Bromo-1-(3-hydroxy-phenyl)-ethanone

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction was quenched with ice water
2. 2
   أخرىthe organic layer was separated
3. 3
   استخلاصThe aqueous layer was extracted with EtOAc
4. 4
   تجفيفdried with sodium sulfate
5. 5
   أخرىRemoval of solvent
6. 6
   أخرىgave a greenish solid which
7. 7
   أخرىwas purified by chromatography (EtOAc/Hexane, 25%)
8. 8
   أخرىgave an off-white solid

الإجراء التجريبي

To a stirred solution of 2-bromo-1-(3-methoxy-phenyl)-ethanone (Aldrich, 3.44 g, 15 mmol) in methylene chloride (20 mL) at −10° C., boron tribromide (Aldrich, 16.5 mmol, 1M solution in CH2Cl2, 16.5 mL) was added slowly and the mixture was stirred for 1.5 hours. The reaction was quenched with ice water and the organic layer was separated. The aqueous layer was extracted with EtOAc and the extracts were combined and dried with sodium sulfate. Removal of solvent gave a greenish solid which was purified by chromatography (EtOAc/Hexane, 25%) gave an off-white solid. 770 mg, 24%. The compound was used directly for the next step.

المصدر