반응 #53837

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

K2CO3

ethyl bromide

→

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

수율 38.0%

용매

DMF

반응 조건

후처리

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

실험 절차

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).

출처