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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 521758Erstellt: 26. Oktober 2026

Cesium carbonate → 3-(2-Bromo-pyridin-4-yloxy)-benzoic acid

https://huagongshe.com/reaction/521758

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
EduktSodium HydroxideHCID 14798—
EduktMethyl 3-HydroxybenzoateHCID 88068—
Edukt2-Bromo-4-chloropyridineHCID 2762836—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelMethanolHCID 887—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Produkt3-(2-Bromo-pyridin-4-yloxy)-benzoic acidHCID 58167936—

Reaktionsbedingungen

Temperatur66 °C

Reaktionsschritte

A mixture of 2-bromo-4-chloro-pyridine (200 mg, 1.04 mmol), methyl-3-hydroxybenzoate (158 mg, 1.04 mmol), cesium carbonate (507 mg, 1.56 mmol) in 10 ml of anhydrous DMSO was heated at 66° C. for 5 hours. The mixture was diluted with ethyl acetate (100 ml), washed with brine (3×50 ml), dried over Na2SO4 and evaporated to give a colorless oil. The oil was dissolved in MeOH (8 ml), and 2M NaOH solution (4 ml, 8 mmol) was added. The mixture was heated at 60° C. for 20 minutes, poured into 50 ml of water, and acidified to pH=4. The precipitates were filtered, washed with water and dried in vacuo to give 3-(2-bromo-pyridin-4-yloxy)-benzoic acid as white solid. Yield: 170 mg, 56%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09328103B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-f29c056ee6d54b999a20a8210d7db75c
Quellennotizuspto-grants-2016_05