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

Participants

Reaction Steps

Tetrakis(triphenylphosphine)palladium (I g) was added to a mixture of 5 g of 4-methoxyphenylboronic acid, 6.6 g of 5-bromo-2-fluoronitrobenzene and 30 mL of 2 M sodium carbonate solution in 50 mL of toluene and 50 mL of ethanol. The mixture was refluxed for 2 hours, concentrated, and the residue extracted twice with ethyl acetate. The ethyl acetate layer was washed with water and brine, dried, and concentrated to give a brown oily solid. The solid was chromatographed on silica gel (5% ethyl acetate in hexane) to give crude 4-fluoro-4′-methoxy-3-nitrobiphenyl as a pale yellow solid.

Provenance & Evidence