Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 2-Bromo-5-(2,2-dimethyl-1,3-dioxolan-4-yl)pyridine

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Reaction Steps

To a solution of 1-(6-bromopyridin-3-yl)ethane-1,2-diol (4.20 g) in acetone (80 mL) was added pyridinium p-toluenesulfonate (1.50 g), and the mixture was stirred with heating under reflux for 3 hr. The reaction mixture was diluted with ethyl acetate and washed with water. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated to give the title compound (4.12 g, yield 72%) as a pale-yellow solid. MS: 260 (MH+).

Provenance & Evidence