Methanesulfonic Acid → HCID 86071577, compound

Participants

Reaction Steps

A solution of hexyl 5-amino-4-oxopentanoate hydrochloride (1.0 g; 4.0 mmol) in water (5 ml) and 96% ethanol (5 ml) was passed through a column of Amberlyst A-26(OH) (2.1 g; 8.8 meq) into a solution of methanesulfonic acid (0.38 g; 4.0 mmol) in water (3 ml). The resin column was washed with 50% aq. ethanol (10 ml) and the combined eluents were evaporated to dryness. After drying overnight, the residue was purified by flash chromatography on a 170×25 mm silica gel 60 column eluted with acetonitrile (200 ml), 5 methanol in acetonitrile (500 ml), 7.5% methanol in acetonitrile (500 ml) and 10% methanol in acetonitrile (750 ml), collecting 27×50 ml fractions. Evaporation of fractions containing product gave 0.77 g (62%) residue, mp 132-134° C.

Provenance & Evidence