2-Bromoethanol → 2-(5-(Methoxymethoxy)-2-methylpyridin-4-yloxy)ethanol

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-(methoxymethoxy)-2-methylpyridin-4(1H)-on (1.28 g, 7.56 mmol) in N,N′-dimethylformamide (19 mL), potassium carbonate (2.10 g, 15.1 mmol) and 2-bromoethanol (804 μL, 11.3 mmol) were added sequentially, and the mixture was stirred at 90° C. overnight. After the reaction has terminated, the reaction solution was concentrated in vacuo. The obtained residue was dissolved in chloroform/methanol, the solids were filtered, and the filtrate was concentrated in vacuo. The obtained residue was purified by column chromatography (hexane/acetone) and 2-(5-(methoxymethoxy)-2-methylpyridin-4-yloxy)ethanol (900 mg, yield 56%) was obtained as an orange oil.

Provenance & Evidence