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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2359302Erstellt: 26. Oktober 2026

Water → 4-Bromo-2-chloro-1-(difluoromethoxy)benzene

https://huagongshe.com/reaction/2359302

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktCesium carbonateHCID 10796—
Edukt4-Bromo-2-chlorophenolHCID 19859—
EduktSodium chlorodifluoroacetateHCID 2734985—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-Bromo-2-chloro-1-(difluoromethoxy)benzeneHCID 4631153867,2%

Reaktionsschritte

4-bromo-2-chlorophenol (1.0 g, 4.8 mmol) was dissolved in DMF (35 ml) and water (5 ml) was added followed by sodium chloro(difluoro)acetate (2.0 g, 12 mmol) and cesium carbonate (3.1 g, 9.6 mmol). The mixture was stirred for 15 minutes at room temperature and then heated to 100° C. for 2 hours under nitrogen. The mixture was partitioned between water (50 ml) and tBuOMe (50 ml). The organic phase was separated, washed brine, dried over sodium sulphate, filtered, and concentrated in vacuo to give a crude product. The crude product was purified by silica gel chromatography eluting with 0-30% EtOAc in heptanes to give a title compound (0.83 g, 67% yield) as colourless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08685977B2
Quelldatensatzuspto-grants-2014_04
ORD IDord-01fedac981e3476fb5b29d048fe4228b
Quellennotizuspto-grants-2014_04