5-(4-methoxybenzoyl)-6-methyl-2(1H)-pyridinone → 5-(4-hydroxybenzoyl)-6-methyl-2(1H)-pyridinone
Reaction equation
C[O:2][C:3]1[CH:18]=[CH:17][C:6]([C:7]([C:9]2[CH:10]=[CH:11][C:12](=[O:16])[NH:13][C:14]=2[CH3:15])=[O:8])=[CH:5][CH:4]=1>Br>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([C:9]2[CH:10]=[CH:11][C:12](=[O:16])[NH:13][C:14]=2[CH3:15])=[O:8])=[CH:17][CH:18]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture containing 13 g of 5-(4-methoxybenzoyl)-6-methyl-2(1H)-pyridinone and 100 ml of 48% aqueous hydrogen bromide solution was refluxed for 7 hours and then allowed to stand at room temperature overnight. The reaction mixture was concentrated to dryness on a rotary evaporator. To the residue was added 100 ml of water and the aqueous mixture was neutralized by adding aqueous ammonium hydroxide solution. The solid was collected, washed with water and air dried. The solid was recrystallized from 100 ml of ethanol and dried at 80°-85° C. to yield 11.4 g of 5-(4-hydroxybenzoyl)-6-methyl-2(1H)-pyridinone, m.p. 280°-282° C.