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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1024711Erstellt: 26. Oktober 2026

Potassium Carbonate → 3,5-Bis-(5-cyano-pyridin-2-yloxy)-benzoic Acid Ethyl Ester

https://huagongshe.com/reaction/1024711

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktBenzoic acid, 3,5-dihydroxy-, ethyl esterHCID 20098—
Edukt6-Chloro-3-pyridinecarbonitrileHCID 5152094—
LösungsmittelDimethylformamideHCID 6228—
Produkt3,5-Bis-(5-cyano-pyridin-2-yloxy)-benzoic Acid Ethyl EsterHCID 6681861985,1%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

Potassium carbonate 2.1 g (15.2 mmol) dissolved in DMF solution was added to 3,5-dihydroxy-benzoic acid ethyl ester 1.5 g (8.2 mmol) dissolved in 15 ml of DMF. This was followed by dropwise addition of 6-chloro-nicotinonitrile 2.1 g (15.2 mmol) dissolved in 5 ml of DMF. After complete addition, the reaction mixture was stirred at 60° C. for 8-10 h. The reaction mixture was quenched with ice cold water and extracted with ethyl acetate. The organic layer was washed with water followed by brine, dried over anhydrous sodium sulphate and concentrated to afford a crude solid which was purified by column chromatography using hexane-ethyl acetate (10:2) to afford 2.5 g of the required product. 1H NMR (DMSO-d6): δ 1.30 (3H, t), 4.32 (2H, q), 7.35 (2H, d), 7.52 (1H, t), 7.68 (2H, d), 8.39 (2H, d), 8.69 (2H, s).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08722930B2
Quelldatensatzuspto-grants-2014_05
ORD IDord-e3f8d293e72b40c4b8e6f5c53e32f9d2
Quellennotizuspto-grants-2014_05