Benzoyl Peroxide → HCID 15480822, compound

Participants

Reaction Conditions

Reaction Steps

N-BROMOSUCCINIMIDE (2.61 G, 14.7 MMOL) WAS ADDED TO A STIRRED SOLUTION OF 3-CHLORO-1-ETHOXYCARBONYLMETHYL-6-METHYLPYRAZINONE (3.38 G, 14.7 MMOL) IN DRY BENZENE (50 ML). BENZOYL PEROXIDE (70%, 30 MG, 0.087 MMOL) WAS ADDED AND THE SOLUTION WAS HEATED TO 75° C. AFTER 16 H THE MIXTURE WAS PARTITIONED BETWEEN METHYLENE CHLORIDE AND 5% SODIUM METABISULFITE. THE ORGANIC LAYER WAS DRIED (NA2SO4) AND EVAPORATED IN VACUO. THE RESIDUE WAS PURIFIED BY FLASH COLUMN CHROMATOGRAPHY ON SILICA GEL (30% ETOAC/HEXANES) TO GIVE THE TITLE COMPOUND AS A CRYSTALLINE SOLID:

Provenance & Evidence