4-Pyridinemethanol,2-methoxy-(9CI)

754218-84-3

123148-66-3

The general procedure for the synthesis of 2-methoxypyridine-4-methanol (Ref. Compound No. 9-1) from 2-methoxypyridine-4-methylmethoxymethyl ether (Ref. Compound No. 8-1) is as follows: to 2-methoxypyridine-4-methylmethoxymethyl ether (4.2 g) was added a solution of ethyl acetate with 4 N HCl (11 mL, 44 mmol) under cooling in an ice bath The reaction mixture was stirred for 30 min. Subsequently, the reaction mixture was diluted with chloroform (100 mL) and washed twice with saturated aqueous sodium bicarbonate solution (50 mL). The organic layer was dried with anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to give 0.69 g of the title compound as a yellow oil in 99% yield. The product was characterized by 1H-NMR (500 MHz, CDCl3): δ 1.89 (s, 1H), 3.94 (s, 3H), 4.69 (d, J = 4.3 Hz, 2H), 6.75 (s, 1H), 6.85 (d, J = 5.2 Hz, 1H), 8.12 (d, J = 5.2 Hz, 1H).