m-Chloroperbenzoic acid → 4-Bromo-2,6-dimethylpyridine 1-oxide

Temperature

0 °C

4-Bromo-2,6-dimethylpyridine (0.5 g, 2.69 mmol) was dissolved in DCM (10 ml), cooled to 0° C. and combined with a solution of m-chloroperbenzoic acid in DCM (75%, 0.928 g, 4.03 mmol in 5 ml). The resulting mixture was stirred at 0° C. for 15 minutes and for 5 hours at room temperature. The mixture was washed with saturated sodium bicarbonate solution, the phases were separated with a phase separator, the organic phase was evaporated under reduced pressure. The residue was purified by column chromatography (silica, gradient of 0.5 to 10% methanol in DCM). 475 of a yellow solid was obtained (2.35 mmol, 88%). MS (ESI) m/z=204.0 [M+1]+.

1. washThe mixture was washed with saturated sodium bicarbonate solution
2. customthe phases were separated with a phase separator
3. customthe organic phase was evaporated under reduced pressure
4. customThe residue was purified by column chromatography (silica, gradient of 0.5 to 10% methanol in DCM)
5. custom475 of a yellow solid was obtained (2.35 mmol, 88%)

ORD record

ord-6e98b7db63b544ffbb7428bed26317d3

Source dataset

uspto-grants-2014_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08877934B2