Реакция #632005

Уравнение реакции

tert-Butylamine

3-chloropropanesulfonyl chloride

→

desired product

Выход 99.0%

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

Выход 99.0%

Растворители

THF

Условия реакции

Обработка

1. 1
   ТемператураThe reaction mixture was warmed to room temperature
2. 2
   ФильтрацияThe mixture was filtered
3. 3
   Концентрированиеthe filtrate was concentrated in vacuo
4. 4
   workup.DISSOLUTIONThe concentrate was dissolved in dichloromethane (2.0 L)
5. 5
   Промывкаwashed with 1N HCl (1.0 L), water (1.0 L), brine (1.0 L)
6. 6
   Сушкаdried over Na2SO4
7. 7
   Фильтрацияfiltered
8. 8
   Концентрированиеconcentrated in vacuo
9. 9
   Другоеto give a slightly yellow solid, which
10. 10
    Другоеwas crystallized from hexane

Методика

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).

Источник