Sodium Hydroxide → 1-Aminoanthraquinone

Participants

Reaction Steps

0.026 Gram of a 5% palladium on carbon catalyst and 3.0 grams of a 20% aqueous sodium hydroxide solution were added to a mixture of 2.6 grams of 5-nitrotetrahydroanthraquinone and 101 grams of methyl cellosolve, into which was fed hydrogen for having hydrogen absorbed at room temperature under normal pressure in the 5-nitro compound in an amount of 1.1 mols per mol of the 5-nitro compound. A small amount of reddish brown crystals were precipitated. The reaction solution was subjected to filtration, followed by washing with methyl cellosolve. The filtrate and washings were combined together and neutralized with dilute sulfuric acid. Then, the resultant solution was concentrated under reduced pressure to obtain crystals which were separated by filtration, washed with methanol and then with water, and dried to obtain 2.5 grams of 1-aminoanthraquinone. The purity was 97.8% and the yield was 93.3%.

Provenance & Evidence