반응 #632006

반응 방정식

N-tert-butyl-(3-chloro)propylsulfonamide

n-butyllithium

→

desired product

수율 56.4%

Cyclopropanesulfonic Acid Tert-Butylamide

수율 56.4%

용매

THF

반응 조건

후처리

1. 1
   농축concentrated in vacuo
2. 2
   기타The concentrate was partitioned between ethyl acetate and water (200 mL, 200 mL)
3. 3
   세척The organic phase was washed with brine
4. 4
   건조dried over Na2SO4
5. 5
   여과filtered
6. 6
   농축concentrated in vacuo
7. 7
   기타The concentrate was recrystallized from hexane

실험 절차

To a solution of N-tert-butyl-(3-chloro)propylsulfonamide (2.14 g, 10.0 mmol) in THF (100 mL) was added n-butyllithium (2.5M in hexane, 8.0 mL, 20.0 mmol) at −78° C. The reaction mixture was warmed to room temperature over a period of 1 hour and concentrated in vacuo. The concentrate was partitioned between ethyl acetate and water (200 mL, 200 mL). The organic phase was washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The concentrate was recrystallized from hexane to provide the desired product as a white solid (1.0 g, 56%). 1H NMR (CDCl3) δ 0.98-1.00 (m, 2H), 1.18-1.19 (m, 2H), 1.39 (s, 9H), 2.48-2.51 (m, 1H), 4.19 (br, 1H).

출처