Methyl morpholine oxide → HCID 86657761, compound

Participants

Reaction Steps

To a solution of 5-hydroxymethyl-1-(4-methoxy-benzyl)-1H-pyridin-2-one (35 mg, 151.5 μmol, 1 eq), 4-methyl morpholine N-oxide (26.7 mg, 227.2 μmol, 1.5 eq) and powdered 4 Å molecular sieves in dichloromethane (10 mL) was added in one portion tetrapropylammonium perruthenate (2.7 mg, 7.5 μmol, 0.05 eq). The reaction was stirred at rt for 2 h. After this time, the mixture was filtered through silica and the silica plug was washed with 95:5 dichloromethane/methanol. The filtrates were combined and concentrated under reduced pressure. The residue was purified by column chromatography eluting with 2:1 ethyl acetate/hexane to give 1-(4-methoxy-benzyl)-6-oxo-1,6-dihydro-pyridine-3-carbaldehyde. Mass Spec. m/z=230 [M+H+].

Provenance & Evidence