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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1046102Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/1046102

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
Edukt5-Bromopyrimidine-2-carbonitrileHCID 686546—
EduktHCID 178418689HCID 178418689—
Produkt1-(5-Bromopyrimidin-2-yl)ethan-1-oneHCID 5348806430,2%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

To a solution of 5-bromopyrimidine-2-carbonitrile (300 mg, 1.63 mmol) in THF (20 mL) was added MeMgBr (5.43 mL, 16.3 mmol) at −78° C. under nitrogen. The solution was stirred at −78° C. for 20 min., quenched with satd aq NH4Cl, and extracted with EtOAc. The combined organic layer was dried over anhydrous Na2SO4 and concentrated to give an oil, which was purified by prep TLC (3:1 PE/EtOAc) to give 1-(5-bromopyrimidin-2-yl)ethanone (99 mg, yield 30.2%). 1H NMR (CDCl3): δ2.70 (s, 3H), 8.90 (m, 2H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08569292B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-d3727f56287c4a5085a760fc8f17c612
Quellennotizuspto-grants-2013_10