Benzimidazole → 1-Benzyl-1H-benzimidazole

HRID 495231

Reaktionsgleichung

Reaktionsgleichung von HRID 495231
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:16](Cl)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CN(C)C=O>[CH2:16]([N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Komponenten

5

Edukt 3

HCID 5798BenzimidazoleHCID 7503Benzyl ChlorideHCID 11430Potassium Carbonate

Produkt 1

HCID 5633471-Benzyl-1H-benzimidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a flask were added 2 g benzimidazole, 3.5 g potassium carbonate, 20 ml N,N-dimethylformamide and the mixture was stirred under nitrogen. 3.2 g Benzyl chloride were added and the mixture was heated to 50 C for 16 hrs. The reaction was quenched with 40 ml water and 7 ml 3M hydrochloric acid and cooled to 5 C. The product was filtered and washed with water. The product was recrystallized by dissolving in 10 ml 2 propanol at reflux, hot filtered and 30 ml hexane were added. After cooling to 5 C, the product was filtered, washed with hexane and dried giving 1.6 g.

Aufarbeitung

  1. temperaturethe mixture was heated to 50 C for 16 hrs
  2. customThe reaction was quenched with 40 ml water and 7 ml 3M hydrochloric acid
  3. temperaturecooled to 5 C
  4. filtrationThe product was filtered
  5. washwashed with water
  6. customThe product was recrystallized
  7. dissolutionby dissolving in 10 ml 2 propanol
  8. temperatureat reflux
  9. filtrationhot filtered
  10. addition30 ml hexane were added
  11. temperatureAfter cooling to 5 C
  12. filtrationthe product was filtered
  13. washwashed with hexane
  14. customdried
  15. customgiving 1.6 g

Quellen und Nachweise

ORD-Eintrag
ord-14eec9d503be435cb61a187fd29f808f
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07538931B2

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