Trichloroisocyanuric Acid → Benzyl-4-oxo-pyrrolidine-2-carboxylic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

A solution of 1-benzyl-4-hydroxy-pyrrolidine-2-carboxylic acid methyl ester (12.13 g, 49.5 mmol) in 250 mL of DCM cooled at 0° C. was treated with trichloroisocyanuric acid (11.48 g, 49.5 mmol) and TEMPO (770 mg, 4.95 mmol), and then the reaction mixture was stirred at 0° C. for 1 h. The mixture was diluted with DCM and washed with saturated aqueous NaHCO3, 1 M HCl, and brine. The organic layer was dried over Na2SO4 and concentrated to afford the product 1-benzyl-4-oxo-pyrrolidine-2-carboxylic acid methyl ester 11.5 g (96%) as a colorless oil. MS m/e=234.3 [M+H]+.

Provenance & Evidence