Piperidine → 1-Aminoanthraquinone

Participants

Reaction Steps

1.4 Grams of 5% palladium on carbon catalyst and 52 grams of piperidine were added to a mixture of 154 grams of 5-nitrotetrahydroanthraquinone and 3,000 grams of methyl cellosolve, into which was fed hydrogen at room temperature and under normal pressure for having hydrogen absorbed in the starting 5-nitro compound in an amount of 2 mols per mol of the 5-nitro compound. After completion of the hydrogenation, the catalyst was separated by filtration and air was fed into the resultant filtrate at normal temperature for 1 hour. Then, the resultant solution was concentrated by distilling off the methyl cellosolve until crystals began to precipitate. The thus concentrated solution was allowed to cool and the resultant crystals were separated by filtration, washed with water and dried to obtain 114 grams of 1-aminoanthraquinone having a purity of 98.0%.

Provenance & Evidence