2'-Hydroxy-5'-methoxyacetophenone

77-78-1

490-78-8

705-15-7

To a suspension of 2,5-dihydroxyacetophenone (100 mg, 0.66 mmol) and potassium carbonate (95 mg, 0.69 mmol) was added dimethyl sulfate (87 mg, 0.69 mmol) and the reaction mixture was stirred at room temperature overnight. After completion of the reaction, the mixture was filtered and concentrated under reduced pressure. The resulting residue was treated with 2N NaOH aqueous solution and subsequently extracted with EtOAc. The organic layers were combined, washed with saturated saline, dried over anhydrous MgSO4 and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography with hexane-EtOAc (10:1, v/v) as eluent to afford 2'-hydroxy-5'-methoxyacetophenone in 40% yield as a colorless oil.1H NMR (400 MHz, CDCl3) δ: 11.9 (s, 1H), 7.18 (d, J = 2.8 Hz, 1H), 7.12 (dd, J = 8.8, 2.8 Hz, 1H), 6.93 (d, J = 8.8 Hz, 1H), 3.81 (s, 3H), 2.63 (s, 3H).