Réaction #3114

Équation de réaction

4-Nitrophenol

sodium chlorodifluoroacetate

sodium hydroxide

→

title compound

Rendement 73.4%

4-difluoromethoxynitrobenzene

Rendement 73.4%

Solvants

DMF

water

Conditions de réaction

Traitement

1. 1
   Températurethe mixture was cooled to RT
2. 2
   Extractionwas extracted twice with ether
3. 3
   LavageThe combined organic extracts were washed twice with brine
4. 4
   Séchagewere dried (MgSO4)
5. 5
   Filtrationfiltered
6. 6
   Autreevaporated
7. 7
   AutreThe residue was purified by flash chromatography (silica gel, 25% ethyl acetate/hexanes )

Mode opératoire

4-Nitrophenol (0.10 g, 0.72 mmol, Aldrich), sodium chlorodifluoroacetate (0.11 g, 0.72 mmol, Alfa Products) and sodium hydroxide (0.03 g, 0.72 mmol) were combined in dry DMF (1 mL) under an atmosphere of argon. After stirring at 125° C. for 1 h, the mixture was cooled to RT, was diluted with water and was extracted twice with ether. The combined organic extracts were washed twice with brine, were dried (MgSO4), filtered and evaporated. The residue was purified by flash chromatography (silica gel, 25% ethyl acetate/hexanes ) to provide the title compound as a white solid (0.10 g, 73%). mp 33°-35° C.

Source