HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 589240Erstellt: 25. Oktober 2026
Perfluorocyclopentene → 4-(5-(4-Methoxyphenyl)-4-(perfluorocyclopent-1-en-1-yl)thiophen-2-yl)benzonitrile
https://huagongshe.com/reaction/589240
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Perfluorocyclopentene | HCID 11212 | — |
| Edukt | 4-(4-Bromo-5-(4-methoxyphenyl)thiophen-2-yl)benzonitrile | HCID 89484064 | — |
| Edukt | HCID 178418244 | HCID 178418244 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-(5-(4-Methoxyphenyl)-4-(perfluorocyclopent-1-en-1-yl)thiophen-2-yl)benzonitrile | HCID 89480468 | 61,3% |
Reaktionsschritte
To a solution of (57) (5.0 g, 13.50 mmol) in dry THF (300 mL) was slowly added n-BuLi hexane solution (2.0 M, 7.43 mL, 14.85 mmol) at −50° C. under an argon atmosphere. The solution was stirred for 15 minutes at −50° C. After the addition of octafluorocyclopentene (5.44 mL, 40.5 mmol), the reaction mixture was stirred for 2 h. The reaction was quenched by the addition of methanol and warmed to RT. The solvents were removed by rotary evaporation and flash chromatography (10% EtOAc in hexanes) afforded a dark yellow oil (4.0 g, 61.3%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09227986B2 |
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| Quelldatensatz | uspto-grants-2016_01 |
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| ORD ID | ord-744b12cc877b4a8f908799df7ca9ca1a |
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| Quellennotiz | uspto-grants-2016_01 |
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