tert-butyl 7-bromo-2-(4-methoxybenzyl)-3-oxo-2',3'-dihydro-1'H-spiro[isoindoline-1,4'-pyridine]-1'-carboxylate → 7-bromo-2',3'-dihydro-1'H-spiro[isoindoline-1,4'-pyridin]-3-one

Participants

Reaction Steps

A solution of tert-butyl 7-bromo-2-(4-methoxybenzyl)-3-oxo-2′,3′-dihydro-1′H-spiro[isoindoline-1,4′-pyridine]-1′-carboxylate (5 g, 0.01 mol) in TFA (50 mL) and CF3SO3H (5 mL) was stirred and heated for 8 h. The mixture was concentrated to give a residue which was washed with aq NaOH and extracted with EtOAc. The organic layer was dried and concentrated to give 7-bromo-2′,3′-dihydro-1′H-spiro[isoindoline-1,4′-pyridin]-3-one (2.0 g, 72%).

Provenance & Evidence