m-Chloroperbenzoic acid → 4-(4-Methoxyphenyl)-2-methylpyridine 1-oxide
Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][N:12]=[C:11]([CH3:15])[CH:10]=2)=[CH:5][CH:4]=1.ClC1C=CC=C(C(OO)=[O:24])C=1>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:14]=[CH:13][N+:12]([O-:24])=[C:11]([CH3:15])[CH:10]=2)=[CH:7][CH:8]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 4-(4-methoxyphenyl)-2-methylpyridine (375 mg) and metachloroperbenzoic acid (70%, 695 mg) in chloroform is stirred at room temperature for two hours. Concentration and purification over silica gel (eluent dichloromethane/methanol from 100/0 to 90/10) affords 384 mg of 4-(4-methoxyphenyl)-2-methylpyridine 1-oxide as an orange oil used without further purification.