反応 #632005

反応方程式

tert-Butylamine

3-chloropropanesulfonyl chloride

→

desired product

収率 99.0%

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

収率 99.0%

溶媒

THF

反応条件

後処理

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

実験手順

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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