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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 78147Erstellt: 24. Oktober 2026

Dimethylformamide → 2-(4-Bromo-benzyloxy)-3-fluoro-pyridine

https://huagongshe.com/de/reaction/78147

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktSodium hydrideHCID 24758—
Edukt4-Bromobenzyl alcoholHCID 70119—
Edukt2-Chloro-3-fluoropyridineHCID 2782791—
LösungsmittelWaterHCID 962—
Produkt2-(4-Bromo-benzyloxy)-3-fluoro-pyridineHCID 5925523598%

Reaktionsschritte

To an N,N-dimethylformamide (15 mL) solution of (4-bromo-phenyl)-methanol (1.56 g, 8.34 mmol) was added sodium hydride (401 mg, 8.35 mmol, 50% in oil), which was stirred for 5 minutes at room temperature. Then, an N,N-dimethylformamide (5 mL) solution of 2-chloro-3-fluoropyridine (967 mg, 7.35 mmol) was added to this mixture, which was stirred for 1 hour and 10 minutes at room temperature. Water was to the reaction mixture at room temperature, which was extracted with ethyl acetate. The organic layer was separated, washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by NH silica gel column chromatography (heptane: ethyl acetate=2:1) to obtain the title compound (2.03 g, 98%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841327B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-461f222fd091484488f6bd2d97d92091
Quellennotizuspto-grants-2014_09