Reacción #491897

Ecuación de reacción

(4-Bromo-benzyl)-(2,2-dimethoxy-ethyl)-amine

p-toluenesulfonylchloride

→

title compound

Rendimiento 63.4%

N-(4-Bromo-benzyl)-N-(2,2-dimethoxy-ethyl)-4-methyl-benzenesulfonamide

Rendimiento 63.4%

Disolventes

dichloromethane pyridine

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe reaction mixture was washed twice with 2 N HCl and saturated sodium hydrogen carbonate-solution
2. 2
   SecadoThe organic layer was dried over magnesium sulfate
3. 3
   Otroevaporated

Procedimiento

60.5 g (4-Bromo-benzyl)-(2,2-dimethoxy-ethyl)-amine (1, crude product) were dissolved in 270 ml of dichloromethane/pyridine (8:1). At 0° C. a solution of 76.0 g (386.4 mmol) p-toluenesulfonylchloride in 100 ml of dichloromethane was added and the solution was stirred at room temperature. After 3 h, the reaction mixture was washed twice with 2 N HCl and saturated sodium hydrogen carbonate-solution. The organic layer was dried over magnesium sulfate and evaporated. Final silica gel chromatography (heptane/ethylacetate 4:1) gave 59.9 g of the title compound. Rt=1.82 min (Method C). Detected mass: 396.1/398.1 (M−OMe−).

Fuente