Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 470528Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/470528

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
PatentnummerUS08629138B2
Quelldatensatzuspto-grants-2014_01
ORD IDord-fac1a290a49b462493c37b3f0b0cbc27
Quellennotizuspto-grants-2014_01