4-(2-Benzyloxyacetylamino)phenoxyacetic acid methyl ester → 4-(2-Hydroxyacetylamino)phenoxyacetic acid methyl ester

Participants

Reaction Steps

4-(2-Benzyloxyacetylamino)-phenoxyacetic acid methyl ester 66 (25 g, 76 mmol) was dissolved in methanol (450 ml) in a pressure vessel, palladium on carbon (5%, 10 g) added and the mixture stirred under a hydrogen atm. (2 Kg) for 5 hrs. Catalyst was removed by filtration and methanol distilled off. Crude 67 was recrystallised in chloroform:hexane (1:6) to give pure 67 (14 g) as a white powder. M.p: 147.5-150° C.

Provenance & Evidence