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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 406739Erstellt: 24. Oktober 2026

Dimethylformamide → 5-Bromo-1-(cyclopropylmethyl)-1,2-dihydropyridin-2-one

https://huagongshe.com/de/reaction/406739

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktBromomethylcyclopropaneHCID 81503—
Edukt5-Bromo-2-hydroxypyridineHCID 599528—
EduktPotassium tert-butoxideHCID 23665647—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt5-Bromo-1-(cyclopropylmethyl)-1,2-dihydropyridin-2-oneHCID 59635701—

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

KOtBu (0.68 g) was added to a solution of 5-bromo-1H-pyridin-2-one (1.00 g) in tetrahydrofuran (20 mL) at room temperature. After stirring for 30 min, cyclopropylmethyl bromide (0.77 mL) and dimethylformamide (3 mL) were added to the suspension and the resulting mixture was warmed to 70° C. After stirring the mixture at 70° C. for 2 h, the reaction was complete. The mixture was cooled to room temperature, diluted with ethyl acetate (50 mL), and washed with water (2×20 mL) and brine (20 mL). Then, the solution was dried (MgSO4) and the solvent was removed to give the title compound as a colorless oil. Yield: 1.18 g (90% of theory). Mass spectrum (ESI+): m/z=228/230 (Br) [M+H]+

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08754076B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-9bfaa689c8aa4cc797aef459d43e459a
Quellennotizuspto-grants-2014_06