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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2212641Erstellt: 24. Oktober 2026

Acrylonitrile → 3,5-Bis(trifluoromethyl)cinnamonitrile

https://huagongshe.com/de/reaction/2212641

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcrylonitrileHCID 7855—
EduktDi-tert-butylphenylphosphineHCID 316378—
Edukt3,5-Bis(trifluoromethyl)chlorobenzeneHCID 2769405—
Eduktalpha-CyclohexylcyclohexanemethanamineHCID 10774245—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylacetamideHCID 31374—
Produkt3,5-Bis(trifluoromethyl)cinnamonitrileHCID 273617669%

Reaktionsschritte

0.382 g (7.2 mmol) of acrylonitrile, 38.7 mg (120 μmol) of NBu4Br, 6.7 mg (30 μmol) of palladium acetate and 26.7 mg (120 μmol) of phenyldi(t-butyl)phosphine are weighed into a Schlenk vessel. 1.49 g (6 mmol) of 3,5-bis(trifluoromethyl)chlorobenzene and 1.53 ml (7.2 mmol) of dicyclohexylmethylamine and also 3.5 ml of dimethylacetamide are then added. The Schlenk vessel is placed in a heating bath at 130° C. and the contents are stirred. After 4 hours, the contents are poured into 30 ml of water and the product is extracted by shaking with t-butyl methyl ether. After drying the organic phase over MgSO4, the solvent is removed under reduced pressure and the product is isolated. Orange oil, yield: 69%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07102046B2
Quelldatensatzuspto-grants-2006_09
ORD IDord-fb848583d510498d9da13547449a7f6e
Quellennotizuspto-grants-2006_09