Acetic Anhydride → 1-[2-(Chloromethyl)-1h-benzimidazol-1-yl]ethanone

HRID 1796342Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1796342
[Cl:1][CH2:2][C:3]1[NH:7][C:6]2[CH:8]=[CH:9][CH:10]=[CH:11][C:5]=2[N:4]=1.[CH3:12][C:13](OC(C)=O)=[O:14]>CN(C1C=CN=CC=1)C>[C:13]([N:7]1[C:6]2[CH:8]=[CH:9][CH:10]=[CH:11][C:5]=2[N:4]=[C:3]1[CH2:2][Cl:1])(=[O:14])[CH3:12]

Komponenten

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 785712-Chloromethylbenzimidazole

Produkt 1

HCID 2674041-[2-(Chloromethyl)-1h-benzimidazol-1-yl]ethanoneAusbeute 57 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 142844-(Dimethylamino)pyridineKatalysator

Versuchsvorschrift

2-(Chloromethyl)-1H-benzimidazole (3.32 g, 0.02 mol) and DMAP (0.2 g) in Ac2O (50 ml) were refluxed for 8 h. The excess Ac2O was evaporated under vacuum and the residue was purified by column chromatography (silica, EtOAc:hexanes 2:1, first fraction) to obtain 2.37 g of product 7 (57%)

Aufarbeitung

  1. customThe excess Ac2O was evaporated under vacuum
  2. customthe residue was purified by column chromatography (silica, EtOAc:hexanes 2:1, first fraction)

Quellen und Nachweise

ORD-Eintrag
ord-96bd3d86a5bb4ad297ba9d20200d8e5a
Quelldatensatz
uspto-grants-2006_04
Patentnummer
US07030150B2

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