3-Bromo-4-phenoxybenzonitrile synthesis

Yield:183111-00-4 76%

Reaction Conditions:

with potassium carbonate in dimethyl sulfoxide at 20;

Steps:

10 Preparation 10: 3-bromo-4-phenoxybenzonitrile (P10)

To a solution of 3-bromo-4-fluorobenzonitrile (0.5 g, 2.5 mmol) and phenol (0.25 g, 2.62 mmol) in DMSO(2 mL), at RT, K2C03 (0.69 g, 5 mmol) was added and the reaction mixture was stirred at RT overnight.Water and Et20 were added to the reaction mixture, the organic phase was washed with water, driedand the solvent removed under reduced pressure. The crude material was purified by FC on silica gel(eluent: Cy/EA from 100/0 to 90/10) to give 3-bromo-4-phenoxybenzonitrile (p10, 0.52 g, y= 76%) aswhite wax.1H NMR (CHLOROFORM-d): 6 ppm 7.95 (d, 1 H) 7.52 (dd, 1 H) 7.40 - 7.49 (m, 2 H) 7.24 - 7.31 (m, 1 H)7.09 (d, 2 H) 6.85 (d, 1 H)

References:

WO2016/42452,2016,A1 Location in patent:Page/Page column 81