Reaktion #3116

Reaktionsgleichung

ethyl acetate

4-Nitrophenol

methyl chlorodifluoroacetate

potassium carbonate

→

title compound

Ausbeute 65.0%

4-difluoromethoxynitrobenzene

Ausbeute 65.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthe organic layer was washed three times with 10% NaOH
2. 2
   ExtraktionThe organic extract
3. 3
   Trocknenwas dried (MgSO4)
4. 4
   Filtrationfiltered
5. 5
   Sonstigeevaporated
6. 6
   SonstigeThe residue was purified by flash chromatography (silica gel, 20% ether/hexanes)

Vorschrift

4-Nitrophenol (0.14 g, 1.0 mmol, Aldrich), methyl chlorodifluoroacetate (0.29 g, 2.0 mmol, Aldrich) and potassium carbonate (0.29 g, 2.1 mmol) were combined in dry DMF (0.5 mL) under an argon atmosphere. After stirring at 95°-100° C. for 0.5 h, the mixture was cooled to RT, ethyl acetate (20 mL) was added and the organic layer was washed three times with 10% NaOH. The organic extract was dried (MgSO4), filtered and evaporated. The residue was purified by flash chromatography (silica gel, 20% ether/hexanes) to provide the title compound as a white solid (0.12 g, 65%). mp 33°-35° C.

Quelle