N-bromobutanimide → 2-Bromo-5-bromomethylpyridine

Participants

Reaction Steps

To a suspension of 2-bromo-5-methylpyridine (170 g, 0.95 mol) in CCl4 (2 L) was added NBS (193 g, 1.08 mol) and benzoylperoxide (15 g) and the mixture was refluxed for 6 h. The reaction mixture was cooled down to rt and the solid formed was filtered off. The filtrate was concentrated affording 275 g of crude 2-bromo-5-bromomethylpyridine which was used without further purification in the next step (mixture of mono-bromo and di-bromo). [TLC, Rf=0.7, pet. ether/ethylacetate 9:1].

Provenance & Evidence