تفاعل #53837

معادلة التفاعل

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

K2CO3

ethyl bromide

→

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

المردود 38.0%

المذيبات

DMF

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر