Réaction #1098637

Équation de réaction

sodium ascorbate

nitropropyne

2-Nitro-1-(prop-2-ynyl)-1H-imidazole

azido ethanol

→

11

Rendement 76.3%

2-(4-((2-Nitro-1H-imidazol-1-yl)methyl)-1H-1,2,3-triazol-1-yl)ethanol

Rendement 76.3%

Solvants

MeOH

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONthe reaction was poured onto EtOAc
2. 2
   Lavagewashed with NH4OH
3. 3
   Autrethe residue was purified on a combiflash system

Mode opératoire

To a round bottom flask was added nitropropyne 10 (150 mg, 0.99 mmol) and azido ethanol (86 mg, 0.99 mmol). To this flask was added CuSO4 (0.04M, 100 uL) and sodium ascorbate (0.1 M, 100 uL). After 16 hrs, the reaction was poured onto EtOAc and washed with NH4OH. The organics were combined and the residue was purified on a combiflash system using EtOAc:Hex as the eluent followed by DCM:MeOH to afford 180 mg (76.3% yield) of 11 as a clear colorless oil. Mass Spec (lo-res): Calc'd for C8H14N6O3: 238.08; found: 239.10 (M+H).

Source