Реакция #632006

Уравнение реакции

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

n-butyllithium

→

desired product

Выход 56.4%

Cyclopropanesulfonic Acid Tert-Butylamide

Выход 56.4%

Растворители

THF

Условия реакции

Обработка

1. 1
   Концентрированиеconcentrated in vacuo
2. 2
   ДругоеThe concentrate was partitioned between ethyl acetate and water (200 mL, 200 mL)
3. 3
   ПромывкаThe organic phase was washed with brine
4. 4
   Сушкаdried over Na2SO4
5. 5
   Фильтрацияfiltered
6. 6
   Концентрированиеconcentrated in vacuo
7. 7
   ДругоеThe concentrate was recrystallized from hexane

Методика

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).

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