Reacción #77409

Ecuación de reacción

4-methoxyphenylboronic acid

5-bromo-2-fluoronitrobenzene

sodium carbonate

→

4-fluoro-4′-methoxy-3-nitrobiphenyl

Disolventes

toluene

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture was heated
2. 2
   Temperaturato reflux for 2 hours
3. 3
   Concentraciónconcentrated
4. 4
   Extracciónthe residue extracted twice with ethyl acetate
5. 5
   LavadoThe ethyl acetate layer was washed with water, brine
6. 6
   Otrodried
7. 7
   Concentraciónconcentrated
8. 8
   Otroto give a brown oily solid
9. 9
   OtroThe solid was purified by column chromatography on silica gel in 5% ethyl acetate in hexane

Procedimiento

Tetrakis(triphenylphosphine)palladium (1 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 2M sodium carbonate solution in 50 mL of toluene and 50 mL of ethanol. The mixture was heated to reflux for 2 hours, concentrated, and the residue extracted twice with ethyl acetate. The ethyl acetate layer was washed with water, brine, dried, and concentrated to give a brown oily solid. The solid was purified by column chromatography on silica gel in 5% ethyl acetate in hexane to give crude-4-fluoro-4′-methoxy-3-nitrobiphenyl as a pale yellow solid.

Fuente