반응 #632005

반응 방정식

tert-Butylamine

3-chloropropanesulfonyl chloride

→

desired product

수율 99.0%

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

수율 99.0%

용매

THF

반응 조건

후처리

1. 1
   온도The reaction mixture was warmed to room temperature
2. 2
   여과The mixture was filtered
3. 3
   농축the filtrate was concentrated in vacuo
4. 4
   workup.DISSOLUTIONThe concentrate was dissolved in dichloromethane (2.0 L)
5. 5
   세척washed with 1N HCl (1.0 L), water (1.0 L), brine (1.0 L)
6. 6
   건조dried over Na2SO4
7. 7
   여과filtered
8. 8
   농축concentrated in vacuo
9. 9
   기타to give a slightly yellow solid, which
10. 10
    기타was crystallized from hexane

실험 절차

tert-Butylamine (3.0 mol, 315.3 mL) was dissolved in THF (2.5 L). The solution was cooled to −20° C. and treated slowly with 3-chloropropanesulfonyl chloride (1.5 mol, 182.4 mL). The reaction mixture was warmed to room temperature and stirred for 24 hours. The mixture was filtered, and the filtrate was concentrated in vacuo. The concentrate was dissolved in dichloromethane (2.0 L), washed with 1N HCl (1.0 L), water (1.0 L), brine (1.0 L), dried over Na2SO4, filtered, and concentrated in vacuo to give a slightly yellow solid, which was crystallized from hexane to provide the desired product as a white solid (316.0 g, 99%). 1H NMR (CDCl3) δ 1.38 (s, 9H), 2.30-2.27 (m, 2H), 3.22 (t, J=7.35 Hz, 2H), 3.68 (t, J=6.2 Hz, 2H), 4.35 (br, 1H).

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