Carbon tetrabromide → 2-Bromo-6-(bromomethyl)pyridine

Participants

Reaction Conditions

Reaction Steps

Carbon tetrabromide (12.90 g, 38.88 mmol) was added in four portions to a solution of (6-bromo-pyridin-2-yl)methanol (5.00 g, 29.91 mmol) and PPh3 (8.24 g, 31.40 mmol) in dichloromethane (50 ml) at 0° C. The resulting solution was stirred 2 hours at 0° C. Solvent was removed under reduced pressure. The title compound was obtained by column chromatography. Spectroscopic data: 1H NMR (300 MHz, Acetone-d6) δ 4.66 (s, 2H) 7.57-7.60 (m, 2H) 7.76 (t, J=7.42 Hz, 1H).

Provenance & Evidence