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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPerfluorocyclopenteneHCID 11212—
Edukt4-(4-Bromo-5-(4-methoxyphenyl)thiophen-2-yl)benzonitrileHCID 89484064—
EduktHCID 178418244HCID 178418244—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-(5-(4-Methoxyphenyl)-4-(perfluorocyclopent-1-en-1-yl)thiophen-2-yl)benzonitrileHCID 8948046861,3%

Reaktionsbedingungen

Temperatur-50 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09227986B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-744b12cc877b4a8f908799df7ca9ca1a
Quellennotizuspto-grants-2016_01