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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1019742Erstellt: 25. Oktober 2026

Methanol → 1-Chloro-2-fluoro-4-methoxy-5-nitrobenzene

https://huagongshe.com/reaction/1019742

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktWaterHCID 962—
Edukt1-Chloro-2,4-difluoro-5-nitrobenzeneHCID 73867—
EduktPotassium tert-butoxideHCID 23665647—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-Chloro-2-fluoro-4-methoxy-5-nitrobenzeneHCID 5340328971%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a mixture of potassium tert-butoxide (3.0 g, 26.9 mmol) in DMF (20 mL), methanol (0.79 g, 24.8 mmol) was added at 0° C. The reaction mixture was stirred at 0° C. for 15 minutes then a solution of 1-chloro-2,4-difluoro-5-nitrobenzene (4.0 g, 20.7 mmol) in DMF (20 mL) was added at 0° C. and the reaction mass stirred for 3 hours at room temperature. Water (200 mL) was added to the reaction mixture and reaction mass was extracted with EtOAc (3×50 mL). The combined organic extracts were washed with water (80 mL), brine (80 mL), dried (Na2SO4) and concentrated under reduced pressure. The product was purified by column chromatography on neutral silica gel using 20-25% EtOAc in hexane to give the desired product (3 g, 71%) as a solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08716287B2
Quelldatensatzuspto-grants-2014_05
ORD IDord-0da0360003694be6aaa3a15d4134a744
Quellennotizuspto-grants-2014_05