Ethyl Bromide → 2-Ethoxy-4-methoxybenzonitrile

HRID 2249437Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2249437
[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-f7327fefc4104dd1a176bf4f9faef3e8
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07314871B2

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