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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 81646Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/81646

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
PatentnummerUS08846700B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-a35d61c75ba94b3e85d6a391a327ae05
Quellennotizuspto-grants-2014_09