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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 42565Erstellt: 24. Oktober 2026

Water → 1-(4-Fluoro-phenyl)-2-pyrimidin-4-YL-ethanone

https://huagongshe.com/de/reaction/42565

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt4-MethylpyrimidineHCID 18922—
EduktSodium hydrideHCID 24758—
EduktBenzoic acid, 4-fluoro-, ethyl esterHCID 67976—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl acetate hexaneHCID 21226206—
Produkt1-(4-Fluoro-phenyl)-2-pyrimidin-4-YL-ethanoneHCID 1173605448%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a suspension of NaH (2.26 g 50%, 47.7 mmol) in DMF (92 mL) under argon atmosphere and cooled to 0° C., 4-methylpyrimidine (3.00 g, 31.9 mmol) was added slowly. Then, ethyl 4-fluorobenzoate (6.40 g, 38.2 mmol) was added and it was stirred at room temperature overnight. Water was added and the solvent was evaporated. The residue was taken up in a mixture of EtOAc and brine. The phases were separated and the aqueous phase was reextracted with EtOAc. The combined organic phases were dried over Na2SO4 and concentrated to dryness. The crude product obtained by chromatography on silica gel using hexane-EtOAc mixtures of increasing polarity as eluent, to afford 3.30 g of the desired compound (yield: 48%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536194B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-bf80a29417b249f9b43aef481339526f
Quellennotizuspto-grants-2013_09