Ethyl Acetate → 2-Chloro-4-methylbenzonitrile

HRID 1172674

Reaktionsgleichung

Reaktionsgleichung von HRID 1172674
Br[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[Cl:9].[Cu][C:11]#[N:12].C(OCC)(=O)C>CN(C)C=O>[Cl:9][C:3]1[CH:4]=[C:5]([CH3:8])[CH:6]=[CH:7][C:2]=1[C:11]#[N:12]

Komponenten

5

Edukt 3

HCID 8857Ethyl AcetateHCID 1387894-Bromo-3-chlorotolueneHCID 178418546HCID 178418546, Verbindung

Produkt 1

HCID 3194752-Chloro-4-methylbenzonitrileAusbeute 93,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

25.0 g 4-bromo-3-chlorotoluene and 21.8 g copper (I) cyanide were dissolved in 200 ml dimethylformamide and stirred at 150° C. for three hours. The cooled reaction mixture was diluted by addition of 300 ml ethyl acetate and washed three times with portions of 150 ml saturated NH4Cl solution. The precipitates were filtered off and the filtrate dried over MgSO4 and then reduced in vacuo to obtain 17.3 g 2-Chloro-4-methyl-benzonitrile. This material was used without purification in the next step.

Aufarbeitung

  1. customThe cooled reaction mixture
  2. washwashed three times with portions of 150 ml saturated NH4Cl solution
  3. filtrationThe precipitates were filtered off
  4. dry with materialthe filtrate dried over MgSO4

Quellen und Nachweise

ORD-Eintrag
ord-7d56b42e5602451ba9f5a80875b098d2
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07834030B2

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