Sodium Sulfate → 5-Bromo-2-(difluoromethoxy)pyridine

5-Bromopyridin-2(1H)-one (17.4 g, 100 mmol) was mixed with sodium sulfate (1.42 g, 10 mmol) and 2-(fluorosulfonyl)difluoroacetic acid (11.4 ml, 100 mmol) in acetonitrile, and stirred overnight at room temperature. Aqueous saturated sodium hydrogencarbonate solution was added to the reaction solution, and the solvent was concentrated under reduced pressure. The residue was dissolved in diethyl ether, washed with saturated saline, the organic layer was dried with sodium sulfate, and the solvent was evaporated off under reduced pressure. The residue was purified through silica gel column chromatography (eluate: ethyl acetate/hexane=20/80 to 50/50) to obtain the entitled compound (18.75 g, 84%) as a pale yellow oily substance.

1. concentrationthe solvent was concentrated under reduced pressure
2. dissolutionThe residue was dissolved in diethyl ether
3. washwashed with saturated saline
4. dry with materialthe organic layer was dried with sodium sulfate
5. customthe solvent was evaporated off under reduced pressure
6. customThe residue was purified through silica gel column chromatography (eluate: ethyl acetate/hexane=20/80 to 50/50)

ORD record

ord-eb6264440c2948f493d2415e44d2b11b

Source dataset

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08138206B2