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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 63252Erstellt: 23. Oktober 2026

Potassium Carbonate → 4-((6-Bromopyridin-3-yl)oxy)benzonitrile

https://huagongshe.com/de/reaction/63252

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt4-FluorobenzonitrileHCID 14517—
Edukt2-Bromo-5-hydroxypyridineHCID 2762865—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-((6-Bromopyridin-3-yl)oxy)benzonitrileHCID 4514226763%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a solution of 6-bromopyridin-3-ol (10 g, 57.80 mmol) in DMF (60 mL) was added 4-fluorobenzonitrile (6.99 g, 57.8 mmol) and K2CO3 (11.9 g, 86.70 mmol) and the reaction mixture was stirred at 80° C. for 16 hours (h). The reaction mixture was poured into ice water and extracted with ethyl acetate. The organic layer was dried over sodium sulphate and concentrated. The crude product was purified by column chromatography (silica gel, 100-200 mesh) to obtain the title compound as an off-white solid (10 g, 63%): mp 113° C.; 1H NMR (400 MHz, CDCl3) δ 8.22 (d, J=2.9 Hz, 1H), 7.70-7.63 (m, 2H), 7.56-7.51 (m, 1H), 7.28 (dd, J=8.5, 2.9 Hz, 1H), 7.10-7.02 (m, 2H); EIMS m/z 275.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09447073B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-e8fee109147d4865ad47f6b30b8a68c8
Quellennotizuspto-grants-2016_09