تفاعل #1244262

معادلة التفاعل

sodium ascorbate

nitropropyne

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

azido ethanol

→

11

المردود 76.3%

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

المردود 76.3%

المذيبات

MeOH

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر