Carbon tetrabromide → 5-(Bromomethyl)-2-phenoxypyridine

Participants

Reaction Steps

A solution of commercially available (6-phenoxypyridin-3-yl)methanol (150 mg; 0.74 mmol) in anh. DCM (6 ml) was treated at rt with CBr4 (247 mg; 0.74 mmol), and with PPh3 (195 mg; 0.74 mmol). The resulting mixture was further stirred at rt, under nitrogen, for 15 h. Concentration to dryness under reduced pressure, and subsequent purification by FC (DCM) afforded 5-(bromomethyl)-2-phenoxypyridine as a pale yellow oil which was directly used for the next reaction. LC-MS (conditions A): tR=0.84 min.; [M+H]+: 263.98 g/mol.

Provenance & Evidence