m-Chloroperbenzoic acid → 2-Chloro-6-methylpyridine 1-oxide

To a cold (0° C.) solution of 2-chloro-6-methylpyridine (24.6 g, 193 mmol) in dichloromethane (100 mL), a solution of m-chloro-per-benzoic acid (46.2 g, 268 mmol; purified) in dichloromethane (480 mL) was added over a period of 30 min. The reaction mixture was stirred at room temp. overnight, and concentrated to about 100 mL. The slurry was filtered, and the solid washed with ice-cold dichloromethane. The combined filtrate was washed with saturated aqueous sodium bicarbonate, brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under vacuum to provide 2-chloro-6-methylpyridine N-oxide as clear colorless oil.

1. concentrationconcentrated to about 100 mL
2. filtrationThe slurry was filtered
3. washthe solid washed with ice-cold dichloromethane
4. washThe combined filtrate was washed with saturated aqueous sodium bicarbonate, brine
5. dry with materialdried over anhydrous magnesium sulfate
6. filtrationfiltered
7. concentrationThe filtrate was concentrated under vacuum

ORD record

ord-d35d21c1ea5c45ffa1c968fbb7df94b0

Source dataset

uspto-grants-2001_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06248756B1