Ethyl Bromide → 2-Ethoxy-4-methoxybenzonitrile

HRID 413075Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 413075
[OH:1][C:2]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][CH3:20]>CC(C)=O>[CH2:19]([O:1][C:2]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5])[CH3:20]

Komponenten

5

Edukt 3

HCID 6332Ethyl BromideHCID 11430Potassium CarbonateHCID 114236802-Hydroxy-4-methoxybenzonitrile

Produkt 1

HCID 218969052-Ethoxy-4-methoxybenzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

30.0 g (201 mmol) of 2-hydroxy-4-methoxybenzonitrile are refluxed with 83.4 g of potassium carbonate (603 mmol) and 32.88 g (301 mmol) of bromoethane in 550 ml of acetone for 18 hours. After filtration, the solvent is removed under reduced pressure and the residue is purified by silica gel chromatography (cyclohexane:ethyl acetate=10:1): 35.9 g of an oil Rf=0.37 (cyclohexane:ethyl acetate=3:1)

Aufarbeitung

  1. filtrationAfter filtration
  2. customthe solvent is removed under reduced pressure
  3. customthe residue is purified by silica gel chromatography (cyclohexane:ethyl acetate=10:1)

Quellen und Nachweise

ORD-Eintrag
ord-25378587c55c483c9fcfd0b86c0e7eb0
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06566360B1

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