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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 440535Erstellt: 25. Oktober 2026

Water → 1-[4-(Trifluoromethoxy)phenyl]cyclobutanecarbonitrile

https://huagongshe.com/reaction/440535

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt1,3-DibromopropaneHCID 8001—
EduktSodium hydrideHCID 24758—
Edukt4-(Trifluoromethoxy)phenylacetonitrileHCID 142676—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-[4-(Trifluoromethoxy)phenyl]cyclobutanecarbonitrileHCID 2190207766,4%

Reaktionsbedingungen

Temperatur20 °C

Reaktionsschritte

A solution of 4-trifluoromethoxyphenylacetonitrile (38.9 g) and 1,3-dibromopropane (39.1 g) in tetrahydrofuran (50 ml) was added under argon to a stirred solution of 50% sodium hydride (19.2 g) in tetrahydrofuran (200 ml) and dimethylformamide (25 ml) at 25°-30° C. over 1 hour. The mixture was stirred at 20° C. for 1.5 hours, then at 30°-40° C. for 1 hour, then cooled and water added. The mixture was filtered and washed with ether. The organic layer was washed with water, dried over magnesium sulphate and the solvent removed by evaporation. The residue was distilled (b.p. 111°-117° C./10 mbar) to give 1-(4-trifluoromethoxyphenyl)cyclobutanecarbonitrile (30.98 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05519034
Quelldatensatzuspto-grants-1996_05
ORD IDord-a510089955fd40b6a812525fcbad9149
Quellennotizuspto-grants-1996_05