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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 640221Erstellt: 25. Oktober 2026

Dimethylformamide → 5-Bromo-2-(4-fluoro-benzyloxy)-pyridine

https://huagongshe.com/reaction/640221

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktSodium hydrideHCID 24758—
Edukt4-Fluorobenzylic alcoholHCID 68022—
Edukt2,5-DibromopyridineHCID 69353—
LösungsmittelWaterHCID 962—
Produkt5-Bromo-2-(4-fluoro-benzyloxy)-pyridineHCID 5925550289,8%

Reaktionsschritte

To an N,N-dimethylformamide (30.0 mL) solution of 4-fluorobenzyl alcohol (2.60 g, 20.6 mmol) was added sodium hydride (0.88 g, 22.2 mmol, 60% in oil) under nitrogen atmosphere at 0° C., which was stirred for 10 minutes at room temperature. Next, 2,5-dibromopyridine (3.50 g, 14.8 mmol) was added at 0° C., and stirred for 19 hours at room temperature. Water was added to the reaction solution at room temperature, which was then extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:heptane=1:5) to obtain the title compound (3.75 g, 89.8%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07691882B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-6a10dd309de54df0905f56c9205e81f4
Quellennotizuspto-grants-2010_04