Reacción #595403

Ecuación de reacción

KOH

4-Bromo-1-butene

2-nitro-N-phenylbenzenesulfonamide

→

white solid

Rendimiento 64.7%

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

Rendimiento 64.7%

Disolventes

EtOAc

DMF

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGwas stirred at room temperature overnight
2. 2
   Lavadowashed with 1M HCl 2×10 mL and water 3×10 mL
3. 3
   SecadoThe organic layer was dried over anhydrous Na2SO4
4. 4
   Otroevaporated
5. 5
   Otroto afford the crude product, which

Procedimiento

Crushed KOH (0.0484 g, 0.862 mmol, 1.2 equiv) was added to 2-nitro-N-phenylbenzenesulfonamide (0.200 g, 0.719 mmol) in 1 mL DMF, and the mixture was stirred for 30 min. 4-Bromo-1-butene (0.2426 g, 1.80 mmol) in 2 mL DMF solution was added dropwise into the mixture and it was stirred at room temperature overnight. The reaction mixture was diluted with 30 mL EtOAc and washed with 1M HCl 2×10 mL and water 3×10 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 0.1546 g white solid, yield 63.5%.

Fuente