Potassium Cyanide → 2-(2-Bromo-3-methylphenyl)acetonitrile

HRID 1006697

Reaktionsgleichung

Reaktionsgleichung von HRID 1006697
[Br:1][C:2]1[C:9]([CH3:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4]Br.[C-:11]#[N:12].[K+]>CN(C)C=O>[Br:1][C:2]1[C:9]([CH3:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][C:11]#[N:12]

Komponenten

4

Edukt 2

HCID 9032Potassium CyanideHCID 109343202-Bromo-1-(bromomethyl)-3-methylbenzene

Produkt 1

HCID 226726132-(2-Bromo-3-methylphenyl)acetonitrileAusbeute 44,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of 2-brom-3-methylbenzylbromide (25 g, 0.095 mol) and potassium cyanide (16 g, 0.25 mol) in dimethylformamide (100 ml) was stirred at 90° C. for 20 h. The solvent was evaporated under reduced pressure and to the residue were added toluene and water. The organic layer was separated washed with water, separated and evaporated under reduced pressure. Purification of the residue by column chromatography on silica gel using methylene chloride as eluent gave 8.8 g (44%) of the title compound.

Aufarbeitung

  1. customThe solvent was evaporated under reduced pressure and to the residue
  2. additionwere added toluene and water
  3. customThe organic layer was separated
  4. washwashed with water
  5. customseparated
  6. customevaporated under reduced pressure
  7. customPurification of the residue by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-9ba3ef7949d34f6181be2d166926885e
Quelldatensatz
uspto-grants-2004_09
Patentnummer
US06790960B2

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