Reacción #2028376

Ecuación de reacción

N,N-bis(2-hydroxyethyl)-4-methylbenzenesulfonamide

triethylamine

methanesulfonyl chloride

→

benzenesulfonamide

Rendimiento 85.7%

Disolventes

dichloromethane

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto return to ambient temperature
2. 2
   workup.STIRRINGstirred for a further 3 hours
3. 3
   ExtracciónThe reaction mixture is then extracted three times with 40 ml water
4. 4
   SecadoThe organic phase is dried over sodium sulfate
5. 5
   Filtraciónfiltered
6. 6
   Concentraciónconcentrated in a rotating evaporator
7. 7
   OtroThe resulting oil is then crystallized from ethanol

Procedimiento

A solution of 11.4 g (0.1 mole) of methanesulfonyl chloride in 17.1 ml of dichloromethane is cooled to 5° C. A solution of 13 g (0.05 mole) of N,N-bis(2-hydroxyethyl)-4-methylbenzenesulfonamide and 10.1 g (0.1 mole) of triethylamine in 52 ml of dichloromethane is then added dropwise with stirring. The resulting mixture is allowed to return to ambient temperature and stirred for a further 3 hours. The reaction mixture is then extracted three times with 40 ml water. The organic phase is dried over sodium sulfate, filtered and concentrated in a rotating evaporator. The resulting oil is then crystallized from ethanol. 17.8 g of 4-methyl-N,N-bis[2-methylsulfonyloxy)ethyl]benzenesulfonamide are obtained.

Fuente