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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 81622Erstellt: 24. Oktober 2026

Cesium carbonate → 2,3-Dichloro-5-(2,2-diethoxyethoxy)pyridine

https://huagongshe.com/de/reaction/81622

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
EduktDimethylacetamideHCID 31374—
EduktEthane, 2-bromo-1,1-diethoxy-HCID 74852—
Edukt2,3-Dichloro-5-hydroxypyridineHCID 14391672—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2,3-Dichloro-5-(2,2-diethoxyethoxy)pyridineHCID 8664589688,4%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

Bromoacetaldehyde diethyl acetal (2.74 ml, 18.3 mmol) and cesium carbonate (9.93 g, 30.5 mmol) were added to an N,N-dimethylacetamide solution (10 ml) of 5,6-dichloropyridin-3-ol (1.0 g, 6.10 mmol), and stirred under a nitrogen atmosphere at 100° C. for 16 hours. Saline solution and ethyl acetate were added to the reaction solution, the organic layer was washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (Biotage, hexane:ethyl acetate=11:1 to 9:1) to obtain 2,3-dichloro-5-(2,2-diethoxyethoxy)pyridine (1.51 g, yield: 88%) as an orange oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846700B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-499267f0d56448ea863eca0a72cb2f61
Quellennotizuspto-grants-2014_09