反应 #632005

反应方程式

tert-Butylamine

3-chloropropanesulfonyl chloride

→

desired product

收率 99.0%

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

收率 99.0%

溶剂

THF

反应条件

后处理

1. 1
   温度The reaction mixture was warmed to room temperature
2. 2
   过滤The mixture was filtered
3. 3
   浓缩the filtrate was concentrated in vacuo
4. 4
   workup.DISSOLUTIONThe concentrate was dissolved in dichloromethane (2.0 L)
5. 5
   洗涤washed with 1N HCl (1.0 L), water (1.0 L), brine (1.0 L)
6. 6
   干燥dried over Na2SO4
7. 7
   过滤filtered
8. 8
   浓缩concentrated in vacuo
9. 9
   其他to give a slightly yellow solid, which
10. 10
    其他was crystallized from hexane

实验过程

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).

来源