Reaction #2045052

Reaction equation

Benzyloxyacetic acid-4-(2-benzyloxyacetylamino)phenyl ester

→

Hydroxyacetic acid, 4-(2-hydroxyacetylamino)phenyl ester

Solvents

methanol

Conditions

Workup

1. 1
   OtherCatalyst was removed by filtration and methanol
2. 2
   workup.DISTILLATIONdistilled off under vacuum
3. 3
   OtherCrude 75 was purified by column chromatography on silica gel

Procedure

Benzyloxyacetic acid-4-(2-benzyloxyacetylamino)phenyl ester 74 was dissolved in methanol (50 ml) in a pressure vessel, palladium on carbon (5%, 4 grams) added and the mixture stirred under a hydrogen atm. (4 Kg) for 10 hrs. Catalyst was removed by filtration and methanol distilled off under vacuum. Crude 75 was purified by column chromatography on silica gel using benzene:ethyl acetate (8:2) as eluant.

Source