HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 34020Erstellt: 23. Oktober 2026
Chlorotrimethylsilane → (6-Bromo-2,3-difluorophenyl)trimethylsilane
https://huagongshe.com/de/reaction/34020
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Chlorotrimethylsilane | HCID 6397 | — |
| Edukt | Diisopropylamine | HCID 7912 | — |
| Edukt | 4-Bromo-1,2-difluorobenzene | HCID 67675 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Hexane | HCID 8058 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | (6-Bromo-2,3-difluorophenyl)trimethylsilane | HCID 23070109 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07429609B2 |
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| Quelldatensatz | uspto-grants-2008_09 |
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| ORD ID | ord-895884dedeb242c3b6988f0654c0ede9 |
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| Quellennotiz | uspto-grants-2008_09 |
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