[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][C:9]([CH3:11])=[O:10])=[CH:6][CH:7]=1.ON1C(=O)N(O)C(=O)N(O)[C:14]1=[O:23].N(C(C)(C)C#N)=NC(C)(C)C#N.[O:36]=O>C([O-])(=O)C.[Co+2].C([O-])(=O)C.C([O-])(=O)C.[Mn+2].C([O-])(=O)C.C(O)(=O)C>[C:9]([O:8][C:5]1[CH:4]=[CH:3][C:2]([C:14]([OH:23])=[O:36])=[CH:7][CH:6]=1)(=[O:10])[CH3:11].[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]([CH3:11])=[O:10])=[CH:4][CH:3]=1
A mixture of 0.300 g of p-tolyl acetate, 0.018 g of hexahydro-1,3,5-trihydroxy-1,3,5-triazine-2,4,6-trione (5% by mole relative to p-tolyl acetate), 5 g of acetic acid, 0.003 g of cobalt(II) acetate.4H2O, 0.001 g of manganese(II) acetate.4H2O and 0.003 g of 2,2′-azobisisobutyronitrile was stirred at 100° C. in an atmosphere of oxygene gas (1 atm=0.1 MPa) for 6 hours. The resulting product in the reaction mixture was analyzed by gas chromatography and was found to yield 4-acetoxybenzoic acid in 82% yield at 85% conversion of p-tolyl acetate.
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