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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1691184Erstellt: 27. Oktober 2026

Dimethylformamide → 2-Fluoro-4-(5-fluoro-pyridin-2-ylmethoxy)benzaldehyde

https://huagongshe.com/reaction/1691184

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktSodium hydrideHCID 24758—
Edukt2-Fluoro-4-hydroxybenzaldehydeHCID 587246—
Edukt2-(Chloromethyl)-5-fluoropyridineHCID 21698059—
LösungsmittelWaterHCID 962—
Produkt2-Fluoro-4-(5-fluoro-pyridin-2-ylmethoxy)benzaldehydeHCID 5925535642,2%

Reaktionsschritte

To an N,N-dimethylformamide (20.0 mL) solution of 2-fluoro-4-hydroxy-benzaldehyde (1.48 g, 10.2 mmol) was added sodium hydride (411 mg, 10.3 mmol, 60% in oil) under nitrogen atmosphere at 0° C., which was stirred for 20 minutes at room temperature. 2-Chloromethyl-5-fluoro-pyridine (1.20 g, 8.56 mmol) described in Manufacturing Example 41-1-2 was then added at room temperature, and stirred for 30 minutes at 80° C. Water was added at room temperature to the reaction solution, 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=1:5-1:2) to obtain the title compound (901 mg, 42.2%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08153662B2
Quelldatensatzuspto-grants-2012_04
ORD IDord-0d757fab43b1406b855cf028e8fc9a1e
Quellennotizuspto-grants-2012_04