Sodium Hydroxide → 2-chloro-1-(2-ethoxyethyl)-1H-benzimidazole

HRID 637012

Reaktionsgleichung

Reaktionsgleichung von HRID 637012
O[C:2]1[N:6]([CH2:7][CH2:8][O:9][CH2:10][CH3:11])[C:5]2[CH:12]=[CH:13][CH:14]=[CH:15][C:4]=2[N:3]=1.P(Cl)(Cl)([Cl:18])=O.[OH-].[Na+]>C(OCC)(=O)C>[Cl:18][C:2]1[N:6]([CH2:7][CH2:8][O:9][CH2:10][CH3:11])[C:5]2[CH:12]=[CH:13][CH:14]=[CH:15][C:4]=2[N:3]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 178467919HCID 178467919, Verbindung

Produkt 1

HCID 104893562-chloro-1-(2-ethoxyethyl)-1H-benzimidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Combine 2-hydroxy-1-(2-ethoxyethyl)-1H-benzimidazole (36.4 g, 177 mmol) and phosphorous oxychloride (72 mL) and reflux. After 30 minutes, cool to ambient temperature and pour the reaction mixture onto crushed ice. Adjust the pH to about 9 using aqueous 50% sodium hydroxide solution. Extract three times with ethyl acetate. Combine the organic layers and extract with brine. Dry the organic layer over Na2SO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with ethyl acetate to give the 2-chloro-1-(2-ethoxyethyl)-1H-benzimidazole.

Aufarbeitung

  1. additionpour the reaction mixture
  2. customonto crushed ice
  3. extractionExtract three times with ethyl acetate
  4. extractionextract with brine
  5. dry with materialDry the organic layer over Na2SO4
  6. filtrationfilter
  7. customevaporate in vacuo
  8. customto give a residue

Quellen und Nachweise

ORD-Eintrag
ord-4279d9d45fbb421cb9d1380d5a43d787
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06194406B1

Verknüpfte Notizen

Wird geladen…