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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 234353Erstellt: 26. Oktober 2026

Sodium Carbonate → 3-Bromo-2-phenylthiophene

https://huagongshe.com/reaction/234353

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2,3-DibromothiopheneHCID 76590—
EduktPhenyl dihydrogen orthoborateHCID 78412—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
LösungsmittelBenzeneHCID 241—
LösungsmittelEthanolHCID 702—
Produkt3-Bromo-2-phenylthiopheneHCID 1148182747%

Reaktionsschritte

Tetrakis (triphenylphosphine) palladium (400 mg), Na2CO3 (4M, 80 ml, 320 mmol) and phenylboric acid (3.81 g, 30.3 mmol) as a solution in ethanol (80 ml) were sequentially added to a solution of 2,3-dibromothiophene (7.33 g, 30.3 mmol) in benzene (100 ml). The mixture was heated at reflux for 12 hours. The aqueous layer of the crude mixture was removed and the organic layer was diluted with Et2O (200 ml), washed with 1N NaOH (2×150 ml) and was dried (MgSO2), filtered and the solvent was evaporated. The residue was chromatographed using hexane as the eluent to give 3-bromo-2-phenylthiophene as a clear oil (3.31 g, 47% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05594021
Quelldatensatzuspto-grants-1997_01
ORD IDord-46457e50f43b41188f183cbcfbc93019
Quellennotizuspto-grants-1997_01