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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 713736Erstellt: 25. Oktober 2026

Hydrochloric Acid → 3-(2,2,2-Trifluoroethoxymethyl)benzofuran-2-carboxylic acid

https://huagongshe.com/reaction/713736

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt2,2,2-TrifluoroethanolHCID 6409—
EduktSodium HydroxideHCID 14798—
EduktSodium hydrideHCID 24758—
EduktMethyl 3-(bromomethyl)-2-benzofurancarboxylateHCID 100838—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-(2,2,2-Trifluoroethoxymethyl)benzofuran-2-carboxylic acidHCID 28943207—

Reaktionsschritte

Sodium hydride (15 mg, 0.56 mmol) was suspended in anhydrous DMF and stirred under N2(g). 2,2,2-Trifluoroethanol (270 μL, 3.7 mmol) was added and after stirring the reaction mixture for 15-20 min., 3-bromomethylbenzofuran-2-carboxylic acid methyl ester was added. After 8 h, 1N NaOH (aq.) was added and the reaction mixture was stirred for 10-15 min. The reaction mixture was acidified reaction to pH 3 with aqueous hydrochloric acid and the product was extracted with EtOAc. The organic layer was dried organic over Na2SO4 and concentrated in vacuo to give 3-(2,2,2-trifluoroethoxymethyl)benzofuran-2-carboxylic acid (38 mg) which was then used without purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09186347B1
Quelldatensatzuspto-grants-2015_11
ORD IDord-0b81eb893faa4199a158c8e195a94d9e
Quellennotizuspto-grants-2015_11