تفاعل #53930

معادلة التفاعل

trans-N-[4-(5-Bromo-pentyl)-cyclohexyl]-4-trifluoromethyl-benzenesulfonamide

ethyl-(2-hydroxy-ethyl)-amine

NaHCO3

→

trans-N-(4-{5-[Ethyl-(2-hydroxy-ethyl)-amino]-pentyl}-cyclohexyl)-4-trifluoromethyl-benzenesulfonamide

المردود 80.2%

المذيبات

EtOH

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction cooled
2. 2
   ترشيحfiltered
3. 3
   أخرىevaporated
4. 4
   استخلاصthe residue extracted with aqueous saturated NaHCO3/EtOAc (3×)
5. 5
   غسيلThe organic phases were washed with aqueous 10% NaCl
6. 6
   تجفيفdried (Na2SO4)
7. 7
   ترشيحfiltered
8. 8
   أخرىevaporated
9. 9
   أخرىPurification by flash column chromatography on silica gel (EtOAc/EtOH/NH3 25% 98:2:1)

الإجراء التجريبي

A solution of 2.4 mg (5.26 mmol) of trans-N-[4-(5-Bromo-pentyl)-cyclohexyl]-4-trifluoromethyl-benzenesulfonamide in 36 ml of EtOH was treated with 2.1 ml (21.53 mmol) of ethyl-(2-hydroxy-ethyl)-amine, 1.8 g (21.43 mmol) of NaHCO3 and stirred over night at 90° C. The reaction cooled, filtered, evaporated and the residue extracted with aqueous saturated NaHCO3/EtOAc (3×). The organic phases were washed with aqueous 10% NaCl, dried (Na2SO4), filtered and evaporated. Purification by flash column chromatography on silica gel (EtOAc/EtOH/NH3 25% 98:2:1) gave 1.96 g (80%) of trans-N-(4-{5-[Ethyl-(2-hydroxy-ethyl)-amino]-pentyl}-cyclohexyl)-4-trifluoromethyl-benzenesulfonamide, MS: 463 (M−H−).

المصدر