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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 357737Erstellt: 24. Oktober 2026

Water → 2-Methylthiophene-3-carboxylic acid

https://huagongshe.com/de/reaction/357737

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktMethyl iodideHCID 6328—
EduktThiophene-3-carboxylic acidHCID 6918—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-Methylthiophene-3-carboxylic acidHCID 4625409—

Reaktionsschritte

3-Thiophenecarboxylic acid (3.84 g) was dissolved in tetrahydrofuran (50 ml), and the mixture was cooled to -78° C. n-Butyllithium (1.6M in hexane, 41.3 ml) was slowly added dropwise, and the mixture was stirred at the same temperature for 30 minutes. Iodomethane (3.7 ml) in tetrahydrofuran (10 ml) was added dropwise. The resulting mixture was heated to room temperature and stirred for 15 hours. The mixture was poured into water and washed with diethyl ether. The aqueous layer was acidified with 1N hydrochloric acid, and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give 2-methyl-3-thiophenecarboxylic acid (3.98 g) as crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05840917
Quelldatensatzuspto-grants-1998_11
ORD IDord-da6a2587c0d640abab32aafb95f4461a
Quellennotizuspto-grants-1998_11