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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1052917Erstellt: 25. Oktober 2026

Hexane → 2-(3-Fluorophenyl)-dibenzo[f,h]quinoxaline

https://huagongshe.com/reaction/1052917

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHexaneHCID 8058—
Edukt1-Bromo-3-fluorobenzeneHCID 14082—
EduktDibenzo(f,h)quinoxalineHCID 252644—
EduktButyllithiumHCID 178418339—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-(3-Fluorophenyl)-dibenzo[f,h]quinoxalineHCID 5773011223%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

First, under a nitrogen atmosphere, 27.5 mL (1.58 mol/L) of a hexane solution of n-butyllithium was dripped into a mixed solution of 6.87 g of 3-bromofluorobenzene and 40 mL of tetrahydrofuran at −78° C. Then, with the temperature maintained at −78° C., the mixture was stirred for 2 hours. To the obtained solution was added 7.54 g of dibenzo[f,h]quinoxaline in five additions at −78° C. The mixture was heated to room temperature, and stirred for 12 hours with the temperature maintained at room temperature. Water was added to this mixture and dichloromethane was used as an extraction solvent, so that an organic layer was extracted. The obtained organic layer was dried with anhydrous magnesium sulfate. The solution obtained by the drying was filtrated. The solvent of this solution was distilled off, and then, by recrystallization with ethanol, the organometallic complex of the present invention, Hdbq-3FP, which was the target substance, was obtained (a light-orange powder, yield: 23%). Synthesis scheme of Step 1 is shown in (a-2) below.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09391283B2
Quelldatensatzuspto-grants-2016_07
ORD IDord-ed496725175d48599090f6b780714bb6
Quellennotizuspto-grants-2016_07