HCID 58982097, compound → HCID 23072385, compound

Participants

Reaction Steps

To a solution of 1-hydroxy-1-[(2-naphthyl)]-8-octanol 70 (715 mg, 2.63 mmol) in acetone (25 mL) was added manganese (IV) oxide (7.0 g, 81 mmol) and the reaction mixture was stirred at room temperature for 16 hours. The mixture was filtered through a short pad of Celite and the solvents were removed in vacuo. The title compound 71 (361 mg, 51%) was isolated by column chromatography (4:6 ethyl acetate:hexane). 1H NMR (400 MHz, DMSO-d6): δ 8.68 (s, 1H), 8.11 (d, 1H), 8.00 (m, 3H), 7.64 (m, 2H), 4.32 (t, 1H), 3.15 (t, J=7.2 Hz, 2H), 1.67 (m, 2H), 1.40 (m, 2H), 1.32 (m, 8H).

Provenance & Evidence