Ring Compounds from Polymethylene Dihalides and Dimercaptans 2177 ture of benzyl alcohol and benzaldehyde; 0.73 g. of resinous material was left.Attempt to Separate 10-Benzylanthrone (XVII) from Reaction Mixture Above.-From the second half of the ethereal solution of the Grignard product, no crystalline material could be separated except anthraquinone, which was obtained in a yield of 10 g.Catalytic Reduction of Benzalanthrone 10-Benzylanthrone (XVII).-Twenty grams of benzalanthrone in 225 cc. of absolute alcohol was reduced with hydrogen and a palladium catalyst, absorption being rapid.Allowed to stand in the reaction vessel for thirty-six hours, the fluorescence disappeared. The alcohol was removed under diminished pressure, the residue taken up in ether, warmed on water-bath, and let stand for some hours; 2.0 g. of anthraquinone separated, and on adding petroleum ether to the filtered solution, 9 g. of pure 10-benzylanthrone separated in large colorless prisms; recrystallized from ether-petroleum ether, m, p. 91-92°.
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