Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1517285Erstellt: 25. Oktober 2026

Dimethylformamide → 3-Chloro-5-(2,2-diethoxyethoxy)-2-fluoropyridine

https://huagongshe.com/reaction/1517285

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktCesium carbonateHCID 10796—
Edukt2-(2-Bromoethyl)-1,3-dioxolaneHCID 87776—
Edukt3-Chloro-2-fluoro-5-hydroxypyridineHCID 22451555—
LösungsmittelWaterHCID 962—
Produkt3-Chloro-5-(2,2-diethoxyethoxy)-2-fluoropyridineHCID 6842760262%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

Cesium carbonate (2.9 g, 8.9 mmol) and 2-(2-bromoethyl)-1,3-dioxolane (990 mg, 5.0 mmol) were added to an N,N-dimethylformamide suspension (10 ml) of 5-chloro-6-fluoropyridin-3-ol (570 mg, 3.9 mmol), and stirred at 100° C. for 4 hours. The reaction solution was cooled to room temperature, water was added, and extracted with ethyl acetate. The organic layer was washed with water and saturated saline water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=70:30) to obtain 3-chloro-5-(2,2-diethoxyethoxy)-2-fluoropyridine (640 mg, yield: 62%) as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08232284B2
Quelldatensatzuspto-grants-2012_07
ORD IDord-f6f4165399634bf89e666a073b23b815
Quellennotizuspto-grants-2012_07