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

HRID 1369593

Reaktionsgleichung

Reaktionsgleichung von HRID 1369593
[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-bromo-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-8794b6fc9ea449f19e8ebdb985001321
Quelldatensatz
uspto-grants-2003_06
Patentnummer
US06579884B1

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