Hydrogen chloride-ethyl acetate → 4-(2-Hydroxyethoxy)-6-methylpyridin-3-ol
Reaction equation
COC[O:4][C:5]1[C:6]([O:12][CH2:13][CH2:14][OH:15])=[CH:7][C:8]([CH3:11])=[N:9][CH:10]=1.Cl.C(OCC)(=O)C>C(OCC)(=O)C>[OH:15][CH2:14][CH2:13][O:12][C:6]1[CH:7]=[C:8]([CH3:11])[N:9]=[CH:10][C:5]=1[OH:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2-(5-(Methoxymethoxy)-2-methylpyridin-4-yloxy)ethanol (900 mg, 4.22 mmol) was dissolved in ethyl acetate (10 mL), added 4N hydrochloric acid-ethyl acetate solution (10 mL), and the mixture was stirred at room temperature for 5 hours. After the reaction has terminated, under ice-cold conditions, a 4N aqueous solution of sodium hydroxide was used to adjust the reaction solution to pH=8. The reaction solution was concentrated in vacuo. The obtained residue was washed with chloroform/methanol, dried, and as a crude product, 4-(2-hydroxyethoxy)-6-methylpyridin-3-ol (1.2 g) was obtained as a white solid.