2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → DIMETHYL 1,4,6,11-TETRAPROPYLNAPHTHACENE-2,3-DICARBOXYLATE

Participants

Reaction Steps

2,3-Dichloro-5,6-dicyanobenzoquinone (0.050 g, 0.22 mmol) was added to a solution of dimethyl 5,12-dihydro-1,4,6,11-tetrapropylnaphthacene-2,3-dicarboxylate (0.103 g, 0.2 mmol) in 1,4-dioxane (5 ml). Subsequently, the mixture was refluxed for 3 hours. After filtration, the solvent in the mixture was removed in vacuum. Chloroform was added and the mixture was again filtered. Recrystallization from chloroform/methanol gave 0.076 g of the title compound as red needle-like crystals. The NMR yield was 97% and the isolated yield was 71%. The X-ray crystal structure analysis of the title compound is show in FIG. 4

Provenance & Evidence