Oxygen → 1-Aminoanthraquinone

Participants

Reaction Steps

0.13 Gram of a 5% palladium on carbon catalyst was added to a mixture of 13 grams of 5-nitrotetrahydroanthraquinone and 1200 grams of ethanol, and hydrogen was fed into the resultant mixture for absorption in an amount of 3 mols per mol of the 5-nitro compound at room temperature and under atmospheric pressure. The solution was first pale yellow in color, and then gradually turned yellowish brown and finally pale yellow again. Then, after the hydrogen in the reactor was replaced by nitrogen, 20 grams of a 20% sodium hydroxide solution was added to the reaction solution, the color of which immediately turned dark reddish brown through dark reddish purple and a small amount of glossy crystals were precipitated. The reaction was completed rapidly and air was fed into the reaction solution for oxidation. Upon determination, it was found that 1 mole of oxygen was absorbed per mol of the 5-nitro compound. As a result of the oxidation, the reaction solution turned reddish orange with reddish orange-colored crystals being precipitated. The resultant solution was subjected to filtration, followed by extraction of the resultant cake with acetone for separation of the catalyst. The resultant filtrate was dried to obtain 11 grams of 1-aminoanthraquinone having a purity of 95%.

Provenance & Evidence