Reaktion #648654

Reaktionsgleichung

cyclopropylmagnesium bromide

2-fluoro-4-(trifluoromethyl)benzaldehyde

water

ethyl acetate

→

title compound

Cyclopropyl[2-fluoro-4-(trifluoromethyl)phenyl]methanol

Lösungsmittel

THF

diethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe phases were separated
2. 2
   Extraktionthe aqueous phase was extracted twice with ethyl acetate
3. 3
   Waschenthe combined organic phases were washed with saturated aqueous sodium chloride solution
4. 4
   Trocknendried over sodium sulfate
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated
7. 7
   SonstigeThe crude product was purified by flash chromatography on silica gel (mobile phase: toluene/ethyl acetate 95/5)

Vorschrift

31 ml (15.6 mmol) of 0.5N cyclopropylmagnesium bromide solution in THF were added to 2.00 g (10.4 mmol) of 2-fluoro-4-(trifluoromethyl)benzaldehyde in 40 ml of diethyl ether at 0° C., and the mixture was warmed to RT and stirred at RT overnight. The reaction mixture was added to water and ethyl acetate, the phases were separated, the aqueous phase was extracted twice with ethyl acetate, and the combined organic phases were washed with saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered and concentrated. The crude product was purified by flash chromatography on silica gel (mobile phase: toluene/ethyl acetate 95/5) to result in 1.68 g (69% of theory) of the title compound.

Quelle