Реакция #53837

Уравнение реакции

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

K2CO3

ethyl bromide

→

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

Выход 38.0%

Растворители

DMF

Условия реакции

Обработка

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

Методика

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).

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