2-Bromoethanol → 2-[4-(2-hydroxyethoxy)phenyl]acetonitrile

HRID 1156269Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1156269
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][CH:3]=1.Br[CH2:12][CH2:13][OH:14].C(=O)([O-])[O-].[K+].[K+]>CC(CC)=O>[OH:14][CH2:13][CH2:12][O:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 108982-BromoethanolHCID 11430Potassium Carbonate2×HCID 265484-Hydroxybenzyl cyanide

Produkt 1

HCID 205357162-[4-(2-hydroxyethoxy)phenyl]acetonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

5 g p-hydroxyphenylacetonitrile were dissolved in 250 ml methylethylketone. 7 g of 2-bromoethanol and 23 g potassium carbonate were added thereto. The mixture was stirred for 48 hours under reflux. At the end of the reaction the potassium carbonate and the produced potassium bromide were filtered. The precipitates were washed with acetone and the acetone wash was added to the reaction mixture. The clear solution was reduced to about 10-15 ml. It was then taken up in ether and shaken with 1/100 N sodium hydroxide.

Aufarbeitung

  1. temperatureunder reflux
  2. filtrationthe produced potassium bromide were filtered
  3. washThe precipitates were washed with acetone
  4. washthe acetone wash
  5. additionwas added to the reaction mixture
  6. stirringshaken with 1/100 N sodium hydroxide

Quellen und Nachweise

ORD-Eintrag
ord-047de5666281495d9b1c7b4f58342c0b
Quelldatensatz
uspto-grants-1982_06
Patentnummer
US04335119

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