Reacción #554597

Ecuación de reacción

3-bromoanisole

2-biphenylboronic acid

sodium carbonate

→

3-methoxy[1,1′:2′,1″]terphenyl

Rendimiento 90.0%

Disolventes

dimethyl ether

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe resultant was refluxed
2. 2
   Temperaturawhile heating for 8 hours
3. 3
   Otroan aqueous phase was removed
4. 4
   LavadoAn organic phase was washed with water and saturated brine
5. 5
   Secadodried with magnesium sulfate
6. 6
   FiltraciónAfter the magnesium sulfate was filtered out
7. 7
   Concentraciónthe organic phase was concentrated
8. 8
   OtroThe resulting residue was purified by means of silica gel column chromatography

Procedimiento

Under an argon atmosphere, 18.7 g of 3-bromoanisole, 23.8 g of 2-biphenylboronic acid and 2.31 g of tetraxis(triphenylphosphine)palladium(0) were placed in a flask. 340 mL of dimethyl ether (DME) and 170 mL of a 2M aqueous sodium carbonate solution were added to this flask, and the resultant was refluxed with stirring while heating for 8 hours. After cooling to room temperature, an aqueous phase was removed. An organic phase was washed with water and saturated brine, and then dried with magnesium sulfate. After the magnesium sulfate was filtered out, the organic phase was concentrated. The resulting residue was purified by means of silica gel column chromatography, whereby 23.4 g (yield: 90%) of intended 3-methoxy[1,1′:2′,1″]terphenyl was obtained.

Fuente