N-bromobutanimide → HCID 178451789, compound

Participants

Reaction Steps

A solution of tert-butyl 4-(1H-imidazol-2-yl)piperidine-1-carboxylate (20.04 g, 79.74 mmol) in THF (450 mL) was cooled to −46 C (bath) before the flask was charged with NBS (14.27 g) in equal portions (10-min apart). LCMS data indicated complete reaction after 15 min, so the contents were concentrated to a yellow, solid foam that was further dried under vacuum overnight. The crude material (monobromide:dibromide=40:27) was purified by chromatography to give pure white solid (8.08 g, 24.47 mmol, 31%) as the title compound.

Provenance & Evidence