Water → 2-(Pyridin-3-yloxy)ethan-1-ol

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Reaction Steps

Methyl [(3-pyridinyl)oxy]acetate (3.6 g) in diethyl ether (80 ml) was added dropwise to a stirred suspension of lithium aluminium hydride (826 mg) in diethyl ether (100 ml) at 0°. The mixture was stirred overnight at room temperature under nitrogen, water (1 ml) was added, followed by 2N sodium hydroxide (1 ml) and water (3 ml). The suspension was filtered and washed with ethyl acetate (3×100 ml) then dichloromethane (300 ml). The combined organic extracts were dried and concentrated to give the title compound (2.6 g) as an oil. T.l.c. (System E 80:20:1) Rf 0.31

Provenance & Evidence