Reaktion #74565

Reaktionsgleichung

5-bromo-2-fluorobenzonitrile

2-phenylphenol

potassium carbonate

→

desired compound

Ausbeute 89.0%

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

Ausbeute 89.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction was cooled
2. 2
   Sonstigequenched by the addition of water (200 ml)
3. 3
   Extraktionfollowed by extraction with tBuOMe
4. 4
   TrocknenThe organic layer was dried (MgSO4)
5. 5
   Einengenconcentrated in vacuo
6. 6
   SonstigeThe residue was purified

Vorschrift

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).

Quelle