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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 69091Erstellt: 24. Oktober 2026

Methyl iodide → Methyl 3-methoxythiophene-2-carboxylate

https://huagongshe.com/de/reaction/69091

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktPotassium CarbonateHCID 11430—
Edukt3-Hydroxy-thiophene-2-carboxylic acid methyl esterHCID 581127—
LösungsmittelAcetoneHCID 180—
ProduktMethyl 3-methoxythiophene-2-carboxylateHCID 701637108,4%

Reaktionsbedingungen

Temperatur55 °C

Reaktionsschritte

To a mixture of 3-hydroxy-thiophene-2-carboxylic acid methyl ester (5 g, 31.6 mmol) and K2CO3 (22.2 g, 161 mmol) in acetone (50 mL) is added CH3I (10.8 mL, 173 mmol,) dropwise at 0° C. The reaction mixture is heated at 55° C. for 4 hours, cooled to room temperature, filtered through diatomaceous earth, and the filtrate is concentrated under vacuum. The residue is diluted with water (100 mL) and extracted with ethyl acetate (2×200 mL). The combined organic layer is washed with brine solution (50 mL), dried over Na2SO4, and evaporated under vacuum to give title compound as a brown solid (5.9 g). ESI/MS m/z 173.1 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822486B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-b8852b3166384c15bf731c0a3791c52e
Quellennotizuspto-grants-2014_09