Methanol → 3-Hydroxy-2-{1-(methoxycarbonyl)ethoxy}pyridine

Reaction equation

C([O:4][C:5]1[C:6]([O:11][CH:12]([C:14]([O:16][CH3:17])=[O:15])[CH3:13])=[N:7][CH:8]=[CH:9][CH:10]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+].CO>O>[OH:4][C:5]1[C:6]([O:11][CH:12]([C:14]([O:16][CH3:17])=[O:15])[CH3:13])=[N:7][CH:8]=[CH:9][CH:10]=1

Participants

Procedure

A mixture of 0.34 g of 3-acetoxy-2-{1-(methoxycarbonyl)ethoxy}pyridine, 0.11 g of potassium carbonate, and 2 ml of methanol was stirred at room temperature for 1 hour. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then concentrated. The residue was subjected to silica gel column chromatography to give 198 mg of 3-hydroxy-2-{1-(methoxycarbonyl)ethoxy}pyridine.