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

HRID 858646

Reaktionsgleichung

Reaktionsgleichung von HRID 858646
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, 3 H), 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-6ab392d7872b45b79bcd1fcf7afc1b7d
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07148226B2

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