Reacción #718253

Ecuación de reacción

butylbenzene

chlorosulfonic acid

→

residue

Rendimiento 88.0%

p-Butylbenzenesulfonyl Chloride

Rendimiento 88.0%

Disolventes

CHCl3

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONThe mixture was poured on ice (200 mL)
2. 2
   Extracciónextracted with EtOAc (3×100 mL)
3. 3
   LavadoThe combined extracts were washed with water
4. 4
   Secadoa solution of NaHCO3, and water, dried (Na2SO4)
5. 5
   Concentraciónconcentrated in vacuo

Procedimiento

To a solution of butylbenzene (4.13 g, 30.8 mmol) in CHCl3 (50 mL) was added chlorosulfonic acid (17 mL, 29.8 g, 256 mmol) and the mixture was stirred at rt for 20 h. The mixture was poured on ice (200 mL) and extracted with EtOAc (3×100 mL). The combined extracts were washed with water, a solution of NaHCO3, and water, dried (Na2SO4), and concentrated in vacuo. The yellow oily residue (ca 88% yield) was used without further purification in the next reaction; 1H NMR (300 MHz, CDCl3) δ 0.94 (t, 3H, J=7 Hz), 1.34-1.41 (m, 2H), 1.62-1.67 (m, 2H), 2.73 (t, 2H, J=8 Hz), 7.41 (d, 2H, J=8 Hz), 7.94 (d, 2H, J=8 Hz).

Fuente