반응 #1244262

반응 방정식

sodium ascorbate

nitropropyne

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

azido ethanol

→

11

수율 76.3%

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

수율 76.3%

용매

MeOH

반응 조건

후처리

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

실험 절차

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 C8H10N6O3: 238.08; found: 239.10 (M+H).

출처