Reaktion #71474

Reaktionsgleichung

Benzyl chloride

2-nitroimidazole

triethylamine

→

title compound

Ausbeute 50.4%

1-Benzyl-2-nitro-1H-imidazole

Ausbeute 50.4%

Lösungsmittel

DCM

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 72 h
2. 2
   Waschenwashed with H2O and brine
3. 3
   Trocknendried (sodium sulfate)
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated
6. 6
   SonstigeThe residue was purified by silica gel column chromatography (Hex/EtOAc, 7:3)

Vorschrift

Benzyl chloride (1.8 mL, 15.4 mmol, 1.2 equiv) was added to a solution of 2-nitroimidazole (1.45 g, 12.8 mmol) and triethylamine (3.6 mL, 25.7 mmol, 2 equiv) in DCM (40 mL). The reaction mixture was stirred at reflux for 72 h, allowed to cool to rt, diluted with DCM, washed with H2O and brine, dried (sodium sulfate), filtered and concentrated. The residue was purified by silica gel column chromatography (Hex/EtOAc, 7:3) to afford 1.31 g of the title compound as a white solid: ES-MS: 204.0 [M+H]+; tR=3.72 min (System 1); TLC: Rf=0.22 (Hex/EtOAc, 7:3).

Quelle