3,4-Dihydro-6,7-dimethoxy-1(2H)-naphthalenone → MLS003115617

Temperature

50 °C

A mixture of 500 mg. (2.4 mmol) 6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one was dissolved in anhydrous ethanol (10 ml) and Chloroform (10 ml). To this solution was added pyridinium tribromide (0.768 g, 2.4 mmol). The reddish brown mixture was heated with stirring at 50° C. for 20 min. The reaction mixture was then cooled and the solvent was evaporated. Then water (20 ml) was added to the residue and it was then extracted with 50 ml of dichloromethane. The dichloromethane layer was then washed with 10% sodium bicarbonate solution (50 ml) followed by water (50 ml). The organic layer was then dried and the solvent was evaporated in vacuum to yield the crude product, 2-bromo-6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one which was purified by column chromatography.

1. additionA mixture of 500 mg
2. temperatureThe reddish brown mixture was heated
3. temperatureThe reaction mixture was then cooled
4. customthe solvent was evaporated
5. additionThen water (20 ml) was added to the residue and it
6. extractionwas then extracted with 50 ml of dichloromethane
7. washThe dichloromethane layer was then washed with 10% sodium bicarbonate solution (50 ml)
8. customThe organic layer was then dried
9. customthe solvent was evaporated in vacuum

ORD record

ord-991c20f6500d46e8a413b273bf45fe46

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08969573B2