Acetic Acid → HCID 21245416, compound

Participants

Reaction Steps

10-Chloro-9-hydroxy-5-methoxy-1,4-anthracenedione (compound 12) (50 mg) was dissolved in acetic acid (5 ml) to saturation by warming. The mixture was cooled to room temperature before addition of bromine (27 mg) in acetic acid (0.15 ml). The mixture was stirred for 120 min. then excess acetic acid was evaporated under reduced pressure. The crude solid dibromide was dissolved in ethanol (5 ml) containing boron trifluoride etherate (5 drops) and heated at reflux for 20 min. The resulting red-purple solution which deposited some crystals was cooled and diluted with distilled water (20 ml). After standing overnight, the precipitated red-black solid was filtered off to give the product (compound 13) (58 mg, 91%).

Provenance & Evidence