Acrylonitrile → 2-Propenenitrile, 3-(4-fluorophenyl)-

HRID 1156457

Reaktionsgleichung

Reaktionsgleichung von HRID 1156457
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=O)=[CH:4][CH:3]=1.[CH2:11]([N:17](CCCCCC)CCCCCC)[CH2:12]CCCC.C(#N)C=C>O1CCOCC1>[F:1][C:2]1[CH:10]=[CH:9][C:5]([CH:6]=[CH:12][C:11]#[N:17])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 7855AcrylonitrileHCID 66022TrihexylamineHCID 678794-Fluorobenzoyl chloride

Produkt 1

HCID 3673242-Propenenitrile, 3-(4-fluorophenyl)-Ausbeute 17,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

The procedure described in Example 1 is repeated, except that 15.86 g (0.1 mol) of 4-fluorobenzoyl chloride, 26.95 g (0.1 mol) of tri-n-hexylamine, 6.53 g (0.125 mol) of acrylonitrile and 0.575 g (0.001 mol) of bis-(dibenzylidene-acetone)-palladium(O) in 50 ml of dioxane are used. After a reaction time of 33 hours at 100° C., 2.63 g (0.0179 mol) of 4-fluorocinnamonitrile are obtained, corresponding to a yield of 17.9% of theory; analysis for C9H6FN (molecular weight 147): calculated C 73.46%, H 4.11%, N 9.52%; found C 73.16%, H 4.19%, N 9.61%.

Quellen und Nachweise

ORD-Eintrag
ord-c1cc32ef61304d61a09deb6fadbd58bd
Quelldatensatz
uspto-grants-1982_06
Patentnummer
US04335054

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