Azobisisobutyronitrile → Methyl 2-bromo-2-(pyridin-2-yl)acetate

Participants

Reaction Steps

A stirred solution of methyl 2-pyridylacetate (10.0 g, 66.0 mmol), N-bromosuccinimide (13.0 g, 73.0 mmol) and 2,2′-azobisisobutyronitrile (0.50 g, 3.04 mmol) in carbon tetrachloride (120 mL) was irradiated with a sunlamp source for approximately 15 h. After filtration, the filtrate was concentrated in vacuo and the crude residue was purified by flash chromatography on silica gel (gradient elution; 5-10% EtOAc/hexane as eluent) to afford the title compound 5i.

Provenance & Evidence