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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 34020Erstellt: 23. Oktober 2026

Chlorotrimethylsilane → (6-Bromo-2,3-difluorophenyl)trimethylsilane

https://huagongshe.com/de/reaction/34020

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChlorotrimethylsilaneHCID 6397—
EduktDiisopropylamineHCID 7912—
Edukt4-Bromo-1,2-difluorobenzeneHCID 67675—
EduktButyllithiumHCID 178418339—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(6-Bromo-2,3-difluorophenyl)trimethylsilaneHCID 23070109—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

Under nitrogen atmosphere, to a solution of 18.2 mL of N,N-diisopropylamine in 200 mL of tetrahydrofuran was added 66.0 mL of 1.57 M n-butyllithium in hexane at 0° C., and stirred at this temperature for 10 minutes. After cooling to −78° C., a solution containing 20.0 g of 1-bromo-3,4-difluorobenzene in 100 mL of tetrahydrofuran was added dropwise and stirred at this temperature for 30 minutes, stirred at this temperature for 30 minutes, added dropwise with 32.9 mL of chlorotrimethylsilane, and the reaction solution was allowed to warm gradually to room temperature, and stirred for a day. After diluting with water and ethyl acetate, the organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated. The crude product was purified and separated by silica gel column chromatography (n-hexane)-, to afford 20.3 g of the title compound as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07429609B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-895884dedeb242c3b6988f0654c0ede9
Quellennotizuspto-grants-2008_09