2-Acetyl-5-hydroxy-2,3-dihydronaphtho[2,3-b]furan-4,9-dione → 2-Acetyl-5-hydroxynaphtho[2,3-b]furan-4,9-dione

Participants

Reaction Steps

To a solution of 2-acetyl-2,3-dihydro-5-hydroxynaphtho[2,3-b]furan-4,9-dione (2.4 g, 9.4 mmol) in chloroform (50 mL) is added 20 g of manganese dioxide (manufactured by Aldrich Corp., 85% activated manganese dioxide, <5 micron), and the resulting suspension is heated to reflux for 1 day. The mixture is cooled to room temperature, and then filtered. The filtrate is evaporated in vacuo and the residue is purified by silica gel column chromatography (eluent: chloroform) to give 2-acetyl-5-hydroxynaphtho[2,3-b]furan-4,9-dione (0.718 g, 33%).

Provenance & Evidence