Selectfluor → Tert-butyl 3-fluoro-4-oxopiperidine-1-carboxylate

Participants

Reaction Steps

To a solution of tert-butyl 4-(trimethylsilyloxy)-5,6-dihydropyridine-1(2H)-carboxylate (64.4 g, 237 mmol) in anhydrous ACN (1.5 L) at ambient temperature was added Selectfluor (92.5 g, 261 mmol) portion wise over 10 minutes, during which a slight exotherm (to 40° C.) was observed. The mixture was stirred for 2 hours, then concentrated to dryness and partitioned between EtOAc and brine. The aqueous layer was extracted with EtOAc and the combined organic phases were washed with brine, dried over Na2SO4, filtered and concentrated to afford 51 g (99%) of desired product as a solid.

Provenance & Evidence