Reaktion #62298

Reaktionsgleichung

chlorotrimethylsilane

N,N-diisopropylamine

n-butyllithium

1-bromo-3,4-difluorobenzene

→

title compound

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

Lösungsmittel

tetrahydrofuran

hexane

tetrahydrofuran

water

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   workup.STIRRINGstirred at this temperature for 30 minutes
3. 3
   workup.STIRRINGstirred at this temperature for 30 minutes
4. 4
   Temperaturto warm gradually to room temperature
5. 5
   workup.STIRRINGstirred for a day
6. 6
   Waschenthe organic layer was washed with saturated brine
7. 7
   Trocknendried over anhydrous magnesium sulfate
8. 8
   Sonstigethe solvent was evaporated
9. 9
   SonstigeThe crude product was purified
10. 10
    Sonstigeseparated by silica gel column chromatography (n-hexane)-

Vorschrift

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.

Quelle