Reaktion #165241

Reaktionsgleichung

dimethyl sulfoxide

5-nitro-2-thiophene carbonitrile

4-fluorophenol

potassium carbonate

→

title compound

Ausbeute 85.9%

5-(4-Fluoro-phenoxy)-thiophene-2-carbonitrile

Ausbeute 85.9%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction solution was cooled to room temperature
2. 2
   Extraktionfollowed by extraction with ethyl acetate
3. 3
   WaschenThe organic layer was washed with saturated aqueous sodium chloride
4. 4
   Sonstigethe solvent was evaporated under a reduced pressure
5. 5
   SonstigeThe residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:10→1:5)

Vorschrift

To a dimethyl sulfoxide (100 mL) solution of 5-nitro-2-thiophene carbonitrile (5.00 g, 32.4 mmol) were added 4-fluorophenol (5.45 g, 48.6 mmol) and potassium carbonate (11.2 g, 81.0 mmol) under nitrogen atmosphere, which was stirred for 16 hours at 60° C. The reaction solution was cooled to room temperature and water was added, followed by extraction with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:10→1:5) to obtain the title compound (6.10 g, 85.9%).

Quelle