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

HRID 427514

Reaktionsgleichung

Reaktionsgleichung von HRID 427514
[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9]Br.[C-:11]#[N:12].[K+]>CN(C)C=O>[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][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 66.811,297 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

2-bromo-1-(bromomethyl)-3-methylbenzene (15 g, 0.057 mmol) and potassium cyanide (9.6 g, 0. 148 mol) were added to dimethylformamide (75 ml) and stirred at 90° C. overnight. The solvent was evaporated under reduced pressure and the residue partitioned between water (150 ml) and methylene chloride. The aqueous layer was extracted twice with methylene chloride, the organic extracts was separated, washed twice with water and was evaporated under reduced pressure. Purification of the residue by column chromatography on silica gel using heptane:methylene chloride (3:7) as eluent gave 8.0 g (67%) of the title compound.

Aufarbeitung

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue partitioned between water (150 ml) and methylene chloride
  3. extractionThe aqueous layer was extracted twice with methylene chloride
  4. customthe organic extracts was separated
  5. washwashed twice with water
  6. customwas evaporated under reduced pressure
  7. customPurification of the residue by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-918cb1bb863a44b4bf4df26917291d17
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06313137B1

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