Potassium Carbonate → (4-Bromo-2-ethylphenoxy)acetonitrile

HRID 1453097

Reaktionsgleichung

Reaktionsgleichung von HRID 1453097
Br[CH2:2][C:3]#[N:4].[Br:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([CH2:13][CH3:14])[CH:7]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Br:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:2][C:3]#[N:4])=[C:8]([CH2:13][CH3:14])[CH:7]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 11534BromoacetonitrileHCID 878774-Bromo-2-ethylphenol

Produkt 1

HCID 22688480(4-Bromo-2-ethylphenoxy)acetonitrileAusbeute 83,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Bromoacetonitrile (1.19 ml, 9.94 mmol) was added to a solution of 4-bromo-2-ethylphenol (2.0 g, 9.94 mmol) and potassium carbonate (1.35 g, 9.94 mmol) in DMF (50 ml). The reaction was stirred for 12 hours and then partitioned between diethyl ether (200 ml) and water (200 ml). The organics were separated, dried over magnesium sulfate, filtered and concentrated in vacuuo to afford the title compound as a yellow oil (2.0 g). 1H NMR (CDCl3): δ 1.13 (t, J=12.07 Hz, 3H), 2.45 (m, 2H), 4.84 (s, 2H), 7.03-7.10 (m, 2H), 7.21 (m, 1H).

Aufarbeitung

  1. custompartitioned between diethyl ether (200 ml) and water (200 ml)
  2. customThe organics were separated
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuuo

Quellen und Nachweise

ORD-Eintrag
ord-80f982bc28604a1f88a96afc1a60f391
Quelldatensatz
uspto-grants-2009_01
Patentnummer
US07473790B2

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