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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 228605Erstellt: 26. Oktober 2026

Ethanol → Benzoic acid, 4-chloro-2-hydroxy-, ethyl ester

https://huagongshe.com/reaction/228605

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
Edukt4-Chlorosalicylic acidHCID 78782—
Edukt1-Hydroxybenzotriazole hydrateHCID 2796029—
EduktDimethylaminopropyl carbodiimide hydrochlorideHCID 21899179—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
ProduktBenzoic acid, 4-chloro-2-hydroxy-, ethyl esterHCID 1254859743,5%

Reaktionsschritte

4-Chlorosalicylic acid (344 mg), 1-ethyl-3-(3-dimethylaminopropylcarbodiimide hydrochloride (420 mg), 1-hydroxybenzotriazole hydrate (337 mg), and ethanol (2 ml) were dissolved in N,N-dimethylformamide to prepare a solution which was then stirred at room temperature overnight. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and was dried over anhydrous sodium sulfate. The solvent was removed therefrom by distillation under the reduced pressure, and the residue was purified by column chromatography using acetone-hexane to give ethyl 4-chlorosalicylate (174 mg, yield 43%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07560558B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-63f94f5e381e42159b80935652026ca1
Quellennotizuspto-grants-2009_07