Potassium Cyanide → 2-(4-Bromo-2,6-difluorophenyl)acetonitrile

HRID 1428586Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1428586
[Br:1][C:2]1[CH:3]=[C:4]([F:11])[C:5]([CH2:9]Br)=[C:6]([F:8])[CH:7]=1.[C-:12]#[N:13].[K+]>CN(C=O)C.O>[Br:1][C:2]1[CH:3]=[C:4]([F:11])[C:5]([CH2:9][C:12]#[N:13])=[C:6]([F:8])[CH:7]=1

Komponenten

5

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

To a solution of 5-bromo-2-(bromomethyl)-1,3-difluorobenzene (1.6 g, 5.60 mmol) in DMF (20 mL) was added KCN (0.401 g, 6.16 mmol). The resulting mixture was stirred at 25° C. for 16 h. The mixture was dissolved in H2O (50 mL) and extracted by EA (50 mL). The organic layer was dried over Na2SO4, filtered and concentrated. The crude material was purified by silica column chromatography (PE/EA=3/1) to yield a white solid of 2-(4-bromo-2,6-difluorophenyl)acetonitrile (1.1 g, 2.57 mmol, 45.9% yield): 1H NMR (400 MHz, CD3OD) δ 7.39-7.36 (m, 2H), 3.89 (s, 2H).

Aufarbeitung

  1. extractionextracted by EA (50 mL)
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe crude material was purified by silica column chromatography (PE/EA=3/1)

Quellen und Nachweise

ORD-Eintrag
ord-3d42a5d93970426ab39cd40fabdbf071
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08937071B2

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