N-bromobutanimide → HCID 118452550, compound

Participants

Reaction Steps

To the solution of 5-fluoro-6-methylbenzofuran-2-carbonitrile (1.44 g, 8.22 mmol) in 82 mL of CCl4 was added NBS (1.536 g, 8.63 mmol) and AlBN (0.067 g, 0.411 mmol). After the reaction mixture was refluxed overnight, the solvent was removed. The residue was purified by silica gel flash chromatography (100% heptane-7% ethyl acetate/heptane) to give 6-(bromomethyl)-5-fluorobenzofuran-2-carbonitrile (1.6 g). 1H NMR (400 MHz, DMSO-d6) δ 4.82 (d, J=1.1 Hz, 2H), 7.75 (d, J=9.5 Hz, 1H), 8.02 (d, J=5.9 Hz, 1H), 8.10 (d, J=0.86 Hz, 1H).

Provenance & Evidence