3-(3-Benzyloxypropyl)imidazolidine-2,4-dione → 3-(3-Hydroxypropyl)imidazolidine-2,4-dione
Reaction equation
C([O:8][CH2:9][CH2:10][CH2:11][N:12]1[C:16](=[O:17])[CH2:15][NH:14][C:13]1=[O:18])C1C=CC=CC=1>CO>[OH:8][CH2:9][CH2:10][CH2:11][N:12]1[C:16](=[O:17])[CH2:15][NH:14][C:13]1=[O:18]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
3-(3-Benzyloxypropyl)imidazolidine-2,4-dione (1.3 g, 5.26 mmol) was dissolved in methanol (15 ml) and the system purged with nitrogen. 10% Palladium on carbon (130 mg, 10% by mass) and a few drops of glacial acetic acid were added and the mixture stirred under a hydrogen atmosphere (1 atmosphere) for 3 days. The mixture was filtered and concentrated under reduced pressure. The residue was purified by column chromatography eluting with methylene chloride/methanol (98/2 to 95/5) to give 3-(3-hydroxypropyl)imidazolidine-2,4-dione (606 mg, 73%) as a viscous oil which crystallised on standing.