Reacción #74565

Ecuación de reacción

5-bromo-2-fluorobenzonitrile

2-phenylphenol

potassium carbonate

→

desired compound

Rendimiento 89.0%

2-(biphenyl-2-yloxy)-5-bromo-benzonitrile

Rendimiento 89.0%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction was cooled
2. 2
   Otroquenched by the addition of water (200 ml)
3. 3
   Extracciónfollowed by extraction with tBuOMe
4. 4
   SecadoThe organic layer was dried (MgSO4)
5. 5
   Concentraciónconcentrated in vacuo
6. 6
   OtroThe residue was purified

Procedimiento

A suspension of 5-bromo-2-fluorobenzonitrile (6.48 g, 32.4 mmol), 2-phenylphenol (5.79 g, 34 mmol) and potassium carbonate (4.92 g, 35.6 mmol) in DMF (50 ml) was heated at 70° C. for 3 hours. The reaction was cooled and quenched by the addition of water (200 ml) followed by extraction with tBuOMe. The organic layer was dried (MgSO4) and concentrated in vacuo. The residue was purified using silica gel column chromatography (ethyl acetate:Heptane 5:95 to 15:85) to furnish 10.1 g of the desired compound. LCMS Rt=1.78 min MS m/z 349 [M]+1HNMR (d6-DMSO): δ 6.6 (m, 1H), 7.2-7.6 (m, 9H), 7.65 (m, 1H), 8.0 (m, 1H).

Fuente