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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 3018Erstellt: 23. Oktober 2026

4-Nitrophenol → 4-(Difluoromethoxy)nitrobenzene

https://huagongshe.com/de/reaction/3018

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-NitrophenolHCID 980—
EduktSodium HydroxideHCID 14798—
EduktSodium chlorodifluoroacetateHCID 2734985—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-(Difluoromethoxy)nitrobenzeneHCID 273701473,4%

Reaktionsbedingungen

Temperatur125 °C

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05731477
Quelldatensatzuspto-grants-1998_03
ORD IDord-b2d252a75b1947e3893ae5090ef4d0e4
Quellennotizuspto-grants-1998_03