Water → 3-Bromo-5-methoxypyridine

3,5-Dibromopyridine (30.0 g) was added to a stirred solution of sodium methoxide (prepared from 11.6 g of sodium) in methanol (120 ml) and heated to reflux for 70 hours under an atmosphere of nitrogen. The mixture was cooled to ambient temperature, poured into water (1 l), extracted with diethyl ether (three times) and the extracts combined, washed with water (four times) and dried (magnesium sulphate). The solvent was evaporated under reduced pressure to give 3-bromo-5-methoxypyridine as a colourless liquid, 19.3 g, which slowly crystallised on storing.

1. temperatureheated
2. temperatureto reflux for 70 hours under an atmosphere of nitrogen
3. extractionextracted with diethyl ether (three times)
4. washwashed with water (four times)
5. dry with materialdried (magnesium sulphate)
6. customThe solvent was evaporated under reduced pressure

ORD record

ord-ebf86654228d4272985a9157d4b7c236

Source dataset

uspto-grants-2007_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07166621B2