Potassium Carbonate → HCID 67839309, compound

To a stirred solution of 4-bromo-2,3-difluorophenol (5 g, 23.92 mmol) in acetonitrile (50 mL) was added potassium carbonate (3.31 g, 23.92 mmol) at room temperature and the reaction mixture was stirred for 5 min followed by the addition of 1-(chloromethyl)-4-methoxybenzene (3.75 g, 23.92 mmol) dropwise then the reaction mixture was stirred at room temperature for 16 h. After the completion of reaction, the volatiles were removed under reduced pressure. Water (100 mL) was added and the solution extracted with ethyl acetate (2×120 mL). The combined organic layers were washed with brine (100 mL), dried over sodium sulphate, filtered and concentrated under reduced pressure to afford 1-bromo-2,3-difluoro-4-((4-methoxybenzyl)oxy)benzene (7.58 g, 23.03 mmol, 96% yield) as a pale brown solid. The product was carried on without further purification. LCMS (ESI) m/e 329.1 [(M)−, calcd for C14H10BrF2O2 329.0]; LC/MS retention time (Method G): tR=1.20 min.

1. stirringthe reaction mixture was stirred at room temperature for 16 h
2. customAfter the completion of reaction
3. customthe volatiles were removed under reduced pressure
4. additionWater (100 mL) was added
5. extractionthe solution extracted with ethyl acetate (2×120 mL)
6. washThe combined organic layers were washed with brine (100 mL)
7. dry with materialdried over sodium sulphate
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure

ORD record

ord-0e3115f32fe74607ae6e72c3845d85f5

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08703953B2