Dimethylformamide → 2,3-Dimethoxy-5-methyl-1,4-benzoquinone

Reaktionsgleichung

CN(C)C=[O:4].[CH3:6][O:7][C:8]1[C:14]([O:15][CH3:16])=[C:13]([O:17]C)[CH:12]=[C:11]([CH3:19])[C:9]=1N>O=O.C1C=C(C=NCCN=CC2C([O-])=CC=CC=2)C([O-])=CC=1.[Co+2]>[CH3:16][O:15][C:14]1[C:13](=[O:17])[CH:12]=[C:11]([CH3:19])[C:9](=[O:4])[C:8]=1[O:7][CH3:6]

Komponenten

Versuchsvorschrift

To a dimethylformamide solution (35 ml) of 2,3,4-trimethoxy-6-methyl aniline (3.4 g) is added bis(salicylidene)ethylenediiminocobalt(II) (120 mg), followed by stirring in oxygen streams at atmospheric temperature and pressure for 72 hours. The reaction product is isolated in the same manner as Example 7 and recrystallized from hexane. The above procedure yields 2,3-dimethoxy-5-methyl-1,4-benzoquinone (2.9 g) as orange-yellow needles melting at 59° C.-60° C.