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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 514894Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/514894

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
Edukt5-Bromopyrimidine-2-carbonitrileHCID 686546—
EduktHCID 178418573HCID 178418573—
Produkt1-(5-Bromopyrimidin-2-yl)ethan-1-oneHCID 5348806461%

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° C. under nitrogen. The solution was stirred at −78° C. for 3.5 hours, and then quenched with satd aq NH4Cl, 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
PatentnummerUS09108938B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-71a37e665ded4f3a9f8e1cbfe2daea43
Quellennotizuspto-grants-2015_08