10-クロルベンゾアントロンの合成とその二量化(ノート)

概要

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10-Chlorobenzanthrone (6) was synthesized from chlorobenzene by a 5-stage reaction. In the last stage, p-chlorophenyl-α-naphthylketone had been reported to give (6) only in 5% yield, but it was found that the addition of sodium chloride in the reaction medium increased the yield to 25%.<BR>(6) was treated with manganese dioxide in the mixture of polyphosphoric acid and conc. sulfuric acid to give 10, 10′-dichloro-3, 3′-dibenzanthronyl in 29% yield.<BR>By the Ullmann coupling reaction of (6), the expected 10, 10′-dibenzanthronyl could not be prepared, but dichlorodibenzanthronyl was obtained.
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