Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1482495Erstellt: 25. Oktober 2026

Tetrahydrofuran → 1-(5-Bromopyrimidin-2-yl)ethan-1-one

https://huagongshe.com/reaction/1482495

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
Edukt5-Bromopyrimidine-2-carbonitrileHCID 686546—
EduktHCID 178418573HCID 178418573—
Produkt1-(5-Bromopyrimidin-2-yl)ethan-1-oneHCID 53488064—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

To a solution of 5-bromopyrimidine-2-carbonitrile (221 mg, 1.2 mmol) in THF (10 ml) was added methylmagnesium bromide (3.0 ml, 4.20 mmol, 1.4 molar, THF) at −78 CC under nitrogen. The solution was stirred at −78° C. for 3.5 hours, and then quenched with satd aq NH2Cl, and extracted with EtOAc. The combined organic layer was dried over anhydrous Na2SO4 and concentrated. The reaction was purified by column chromatography on silica gel (petroleum ether: EtOAc=1:0 to 0:1) to afford 1-(5-bromopyrimidin-2-yl)ethanone (1.55 mg, 61.% yield). 1H NMR (CDCl3 500 MHz): δ 9.00 (s, 2H), 2.80 (s, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09415055B2
Quelldatensatzuspto-grants-2016_08
ORD IDord-d40aaadb862d4059abe3fab291e05307
Quellennotizuspto-grants-2016_08