Reacción #595404

Ecuación de reacción

mCPBA

N-(but-3-enyl)-2-nitro-N-phenylbenzenesulfonamide

→

colorless oil

Rendimiento 97.0%

2-nitro-N-(2-(oxiran-2-yl)ethyl)-N-phenylbenzenesulfonamide

Rendimiento 97.0%

Disolventes

water

NaHCO3

water

CHCl3

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturagradually warmed up to room temperature
2. 2
   workup.STIRRINGto stir for 18 hr
3. 3
   SecadoThe organic layer was dried over anhydrous Na2SO4
4. 4
   Otroevaporated
5. 5
   Otroto afford the crude product, which

Procedimiento

mCPBA (77%, 0.0550 g, 0.246 mmol) was added to N-(but-3-enyl)-2-nitro-N-phenylbenzenesulfonamide (0.0653 g, 0.196 mmol) in 1 mL CHCl3 at 0° C. The mixture was stirred at 0° C. for 30 min, then gradually warmed up to room temperature and continued to stir for 18 hr. After TLC showed the disappearance of starting material, the reaction mixture was diluted with a 1:1 mixture of water and saturated NaHCO3 (2×10 mL) and water (10 mL). The organic layer was dried over anhydrous Na2SO4 and evaporated to afford the crude product, which was subjected to silica gel chromatography using Hexanes/EtOAc to afford 0.0662 g colorless oil as product, yield 96.9%.

Fuente