Hydrochloric Acid → 2-Chloro-3-phenyl-propionitrile

HRID 363996

Reaktionsgleichung

Reaktionsgleichung von HRID 363996
N[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:8].[C:9](#[N:12])[CH:10]=[CH2:11].N(OC(C)C)=O>C(#N)C>[Cl:8][CH:10]([CH2:11][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:9]#[N:12]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 6115AnilineHCID 7855AcrylonitrileHCID 10929Isopropyl nitrite

Produkt 1

HCID 2552722-Chloro-3-phenyl-propionitrileAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel2×

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

A mixture of 2.28 g (25 mmols) of distilled aniline, 30 mL of acetonitrile, 2.6 mL (31 mmols) of concentrated hydrochloric acid, 30 mL (456 mmols) of distilled acrylonitrile (AN), and 0.36 g (2.5 mmols) of cuprous oxide was stirred for five minutes under nitrogen. A mixture of 2.8 g (31 mmols) of isopropyl nitrite (IPN) and 30 mL of acetonitrile was added dropwise over a period of 20 minutes. The mixture warmed to 45° C. and nitrogen gas evolved. After stirring at ambient temperature for two hours, the dark mixture was worked up to provide an 84% yield of 2-chloro-3-phenylpropionitrile (CPPN).

Aufarbeitung

  1. additionwas added dropwise over a period of 20 minutes
  2. stirringAfter stirring at ambient temperature for two hours

Quellen und Nachweise

ORD-Eintrag
ord-953f17a062844844b761590ffd1b1689
Quelldatensatz
uspto-grants-1986_08
Patentnummer
US04604243

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