Sodium Carbonate → 4-Fluoro-3'-methoxy-3-nitrobiphenyl

Participants

Reaction Steps

Tetrakis(triphenylphosphine)palladium (0.7 g) was added to a mixture of 5 g of 3-methoxyphenylboronic acid, 3.8 g of 5-bromo-2-fluoronitrobenzene, and 11 mL of 2 M sodium carbonate solution in 100 mL of toluene. The mixture was refluxed for 2 hours, diluted with water and extracted with ethyl acetate. The ethyl acetate was washed with saturated sodium bicarbonate and brine, dried, and concentrated to give an oily solid. The solid was purified on a silica gel column using a 1:6 mixture of ethyl acetate:hexane as eluent, to give 4.3 g (77%) of 4-fluoro-3′-methoxy-3-nitrobiphenyl.

Provenance & Evidence