Water → 2-(6-Bromopyridin-2-yl)propan-2-ol

Participants

Reaction Steps

Add a solution of methyl magnesium bromide (3.0; M, 9.7; mL, 29.09; mmol) in tetrahydrofuran dropwise over 20; min to a cooled solution of 1-(6-bromo-pyridin-2-yl)-ethanone (5; g, 24.25; mmol) in anhydrous tetrahydrofuran (48.5; mL) at 0° C. Upon completion of the reaction, add water (exothermic), dilute with ethyl acetate (50; mL) and separate the layers. Extract the aqueous layer once with ethyl acetate (50; mL). Dry the combined organic layers over sodium sulfate, filter and concentrate to give the title compound as a pale yellow liquid (5.69; g, 98%) that is used without further purification. 1H NMR (CDCl3) δ 1.55; (s, 6H), 4.07; (s, 1H), 6.59; (t, 1H), 7.37; (t, 2H), 7.55; (t, 1H).

Provenance & Evidence