m-Chloroperbenzoic acid → tert-Butyl 6-Oxa-3-azabicyclo(3.1.0)hexane-3-carboxylate

Participants

Reaction Steps

To a stirred solution of tert-butyl 2,5-dihydro-1H-pyrrole-1-carboxylate (130 g, 0.77 mol) in CH2Cl2 (0.8 L) was added mCPBA (233 g, 1.15 mol) portion wise at 5° C. After addition, the resulting mixture was warmed to rt and stirred overnight. The resulting solid was filtered off and the filtrate was washed with sat. aq. Na2SO3 to pH=7-8, then washed with sat. aq. NaHCO3 (3×200 mL) and brine (0.2 L). The organic layer was concentrated and the residue was distilled under reduced pressure to give the title compound (110 g, 77% yield) as a light yellow liquid. Used as is in the next step.

Provenance & Evidence