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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 558241Erstellt: 25. Oktober 2026

Carbon Dioxide → 5-Bromo-2,3,4-trifluorobenzoic acid

https://huagongshe.com/reaction/558241

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCarbon DioxideHCID 280—
EduktDiisopropylamineHCID 7912—
Edukt1-Bromo-2,3,4-trifluorobenzeneHCID 2733255—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-Bromo-2,3,4-trifluorobenzoic acidHCID 1111863788%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a solution of iPr2NH (56.8 mmol, 8 ml) in THF (50 ml) at −78° C. was added dropwise a solution of nBuLi (1.6M in hexane, 56.8 ml, 35.5 mmol). The dry ice bath was removed and the mixture was stirred at 0° C. for ˜15 min. The mixture is transferred via cannula to a solution of 1-bromo-2,3,4-trifluorobenzene (47.4 mmol, 10 g) in THF (50 ml) cooled at −78° C. The orange solution was stirred at −78° C. for 1 h, then transferred, via cannula, to freshly grinded dry CO2. The reaction was warmed up to room temperature and stirred overnight. The reaction mixture was cooled at 0° C., quenched with 10% HCl (300 ml), extracted with ether (100 ml×3), dry over MgSO4 and concentrated under reduced pressure to obtain (10.6 g, 88%) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08063049B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-d6a4fcbb976440079bb1606a45ae0388
Quellennotizuspto-grants-2011_11