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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77938Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/77938

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
PatentnummerUS08841327B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-bf50a301d30048e98b1961f991426d02
Quellennotizuspto-grants-2014_09