N-bromobutanimide → 4'-(Bromomethyl)-2-cyanobiphenyl

Participants

Reaction Steps

A solution of 5.59 g of 4'-methyl-2-cyanobiphenyl, 29 mmol of N-bromosuccinimide, 0.9 mmol of benzoylperoxide and 500 mL of carbon tetrachloride was refluxed for 3 hours. After cooling to room temperature, the resulting suspension was filtered and then concentrated in vacuo to provide the crude 4'-bromomethyl-2-cyanobiphenyl. The product was recrystallized from ether to yield 4.7 g of product; m.p. 114.5°-120.0°. NMR (200 MHz, CDCl3)δ7.8214 7.37 (m, 8H); 4.50 (s, 2H).

Provenance & Evidence