2-Bromo-5-fluorotoluene → 4-Fluoro-2-methylbenzonitrile

HRID 417797

Reaktionsgleichung

Reaktionsgleichung von HRID 417797
Br[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[CH3:9].[C:10]([Cu])#[N:11]>CN(C=O)C.O>[F:8][C:5]1[CH:6]=[CH:7][C:2]([C:10]#[N:11])=[C:3]([CH3:9])[CH:4]=1

Komponenten

5

Edukt 2

HCID 967432-Bromo-5-fluorotolueneHCID 178418546HCID 178418546, Verbindung

Produkt 1

HCID 38260554-Fluoro-2-methylbenzonitrileAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 2-bromo-5-fluorotoluene (2) (3.5 g, 18.5 mmol) and CuCN (2 g, 22 mmol) in DMF (100 mL) was refluxed for 24 hours. The reaction was diluted with water and extracted with hexane. The organics were dried over MgSO4 and the solvent removed to give product 3 (yield 60%). 1H-NMR (400 MHz, CDCl3): δ 7.60 (dd, J=5.6, 8.8 Hz, 1H), 6.93-7.06 (m, 2H), 2.55 (s, 3H).

Aufarbeitung

  1. temperaturewas refluxed for 24 hours
  2. extractionextracted with hexane
  3. dry with materialThe organics were dried over MgSO4
  4. customthe solvent removed

Quellen und Nachweise

ORD-Eintrag
ord-cf5b6213d93942519cca961bdd767c9f
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08093236B2

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