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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1835469Erstellt: 25. Oktober 2026

Carbon Dioxide → 2,2'-Bithiophene-5-carboxylic acid

https://huagongshe.com/reaction/1835469

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCarbon DioxideHCID 280—
EduktHydrochloric AcidHCID 313—
Edukt2,2'-BithiopheneHCID 68120—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2,2'-Bithiophene-5-carboxylic acidHCID 15096575,6%

Reaktionsbedingungen

Temperatur-60 °C

Reaktionsschritte

To a suspension of 2,2′-bithiophene (1.0 g) in tetrahydrofuran (10 ml) was added a solution of n-butyl lithium in n-hexane (1.54 M, 4.3 ml) at −25° C. under nitrogen atmosphere. The mixture was stirred at −60° C. for 30 minutes. To the solution dry-ice (1.0 g) was added and the mixture was stirred at ambient temperature for 30 minutes. To the resultant suspension hydrochloric acid (1N, 10 ml) and ethyl acetate were added. The separated organic layer was washed with brine, dried over magnesium sulfate and evaporated under reduced pressure. The residue was triturated with diisopropyl ether. The resulting precipitate was collected by filtration, washed with diisopropyl ether and dried to give [2,2′]bithiophenyl-5-carboxylic acid (952 mg, 75.6%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06770667B1
Quelldatensatzuspto-grants-2004_08
ORD IDord-1818d00f6c8f4f73891ffaf279776cd8
Quellennotizuspto-grants-2004_08