Sodium Cyanide → 2-(4-Chloro-3-(trifluoromethyl)phenyl)acetonitrile

HRID 19774Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 19774
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([Cl:9])=[C:5]([C:10]([F:13])([F:12])[F:11])[CH:4]=1.[C-:14]#[N:15].[Na+]>CS(C)=O>[Cl:9][C:6]1[CH:7]=[CH:8][C:3]([CH2:2][C:14]#[N:15])=[CH:4][C:5]=1[C:10]([F:13])([F:12])[F:11]

Komponenten

4

Edukt 2

HCID 8929Sodium CyanideHCID 27781144-Chloro-3-(trifluoromethyl)benzyl bromide

Produkt 1

HCID 50046852-(4-Chloro-3-(trifluoromethyl)phenyl)acetonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

3.94 g of 4-bromomethyl-1-chloro-2-trifluoromethyl-benzene (14.4 mmol) and 1.06 g sodium cyanide (21.6 mmol) were suspended in 12 ml DMSO under argon and stirring and heated to 50° C. for 1 h. The reaction mixture was then poured on water/ice and extracted four times with DCM. The combined organic phases were washed with water, dried with magnesium sulfate, filtered and concentrated in vacuo, leading to 3.188 g of (4-chloro-3-trifluoromethyl-phenyl)-acetonitrile as a dark red oil, which was directly used in the next step.

Aufarbeitung

  1. additionThe reaction mixture was then poured on water/ice
  2. extractionextracted four times with DCM
  3. washThe combined organic phases were washed with water
  4. dry with materialdried with magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-1c07357ef5f94260ac9ba00d054174df
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745477B2

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