Hydrochloric Acid → 1,6-Dihydro-5-(4-methylphenyl)-1-methyl-3[2H]-pyridone

Participants

Reaction Steps

A solution of p-tolyl magnesium bromide (0.23 M) in ether (150 ml) was treated with a solution of 5-methoxy-1-methyl-1,6-dihydro-3[2H]pyridone (28.2 g, 0.2 M) in THF (200 ml) at such a rate as to maintain a gentle reflux. After 1 hour the reaction mixture was poured on to methanol (500 ml) and treated with 12 N hydrochloric acid (50 ml). Removal of the resulting crystals by filtration followed by air-drying gave the title compound (21 g) as the hydrochloride five quarters hydrate.

Provenance & Evidence