Reacción #53837

Ecuación de reacción

trans-N-(4-Hydroxy-cyclohexyl)-4-trifluoromethyl-benzenesulfonamide

K2CO3

ethyl bromide

→

trans-N-Ethyl-N-(4-hydroxy-cyclohexyl)-4-trifluoromethyl-benzenesulfonamide

Rendimiento 38.0%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónconcentrated in vacuo
2. 2
   workup.DISSOLUTIONdissolved in CH2Cl2
3. 3
   OtroThe phases were separated
4. 4
   Extracciónthe inorganic one was extracted CH2Cl2
5. 5
   Lavadothe combined organic phases were washed with brine
6. 6
   Secadodried over Na2SO4
7. 7
   OtroThe crude product was purified by column chromatography on silica gel with CH2Cl2/MeOH 95:5

Procedimiento

To 4 g (12.4 mmol) trans-N-(4-Hydroxy-cyclohexyl)-4-trifluoromethyl-benzenesulfonamide in 20 ml DMF were added 5.1 g (37.1 mmol, 3.3 eq) K2CO3 and 2.04 ml (27.2 mmol, 2.2 eq) ethyl bromide. The mixture was stirred at 35° C. over night, concentrated in vacuo and dissolved in CH2Cl2 and water. The phases were separated and the inorganic one was extracted CH2Cl2, the combined organic phases were washed with brine and dried over Na2SO4. The crude product was purified by column chromatography on silica gel with CH2Cl2/MeOH 95:5 to yield 1.6 g (38%) trans-N-Ethyl-N-(4-hydroxy-cyclohexyl)-4-trifluoromethyl-benzenesulfonamide as brown oil, MS: 351(M).

Fuente