Réaction #554597

Équation de réaction

3-bromoanisole

2-biphenylboronic acid

sodium carbonate

→

3-methoxy[1,1′:2′,1″]terphenyl

Rendement 90.0%

Solvants

dimethyl ether

Conditions de réaction

Traitement

1. 1
   Températurethe resultant was refluxed
2. 2
   Températurewhile heating for 8 hours
3. 3
   Autrean aqueous phase was removed
4. 4
   LavageAn organic phase was washed with water and saturated brine
5. 5
   Séchagedried with magnesium sulfate
6. 6
   FiltrationAfter the magnesium sulfate was filtered out
7. 7
   Concentrationthe organic phase was concentrated
8. 8
   AutreThe resulting residue was purified by means of silica gel column chromatography

Mode opératoire

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.

Source