Reacción #53162

Ecuación de reacción

N-methylsulphonyl-4-nitroaniline

potassium tert.butoxide

bromoacetonitrile

→

N-cyanomethyl-N-methylsulphonyl-4-nitroaniline

Disolventes

DMSO

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONare added dropwise
2. 2
   workup.ADDITIONis poured onto ice water
3. 3
   Extracciónextracted with ethyl acetate
4. 4
   LavadoThe organic phase is washed with water
5. 5
   OtroThe residue thus obtained
6. 6
   Otrois recrystallised from ethanol

Procedimiento

3.24 g (15 mmol) of N-methylsulphonyl-4-nitroaniline are dissolved in 25 ml of DMSO and a total of 2.0 g (18 mmol) of potassium tert.butoxide are added batchwise. After 1 hour stirring at ambient temperature 2.7 g (23 mmol) of bromoacetonitrile are added dropwise. After 3 hours stirring at ambient temperature the mixture is poured onto ice water and extracted with ethyl acetate. The organic phase is washed with water and the solvent is eliminated in vacuo. The residue thus obtained is recrystallised from ethanol.

Fuente