Acetic Acid → 1-Aminoanthraquinone

Participants

Reaction Steps

Process conditions and product yields are shown in Table III. The decarboxylation of 1-AAQCA was carried out in several solvents, e.g., N-methylpyrrolidone, pyridine, quinoline and acetic acid. The best results were obtained in pyridine. When decarboxylation of 1-AAQCA was carried out with 5 mol % of copper powder in pyridine at 260° C. for 2.5 hours, complete conversion was observed. Distillation of the crude product afforded 1-AAQ in 64% yield. We were unable to decarboxylate 1-AAQCA in pyridine alone, without a copper catalyst. Decarboxylation of 1-AAQCA in quinoline using 5 mol % of copper powder gave 1-aminoanthraquinone (1-AAQ) in 65% yield.

Provenance & Evidence