反応 #632006

反応方程式

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

n-butyllithium

→

desired product

収率 56.4%

Cyclopropanesulfonic Acid Tert-Butylamide

収率 56.4%

溶媒

THF

反応条件

後処理

1. 1
   濃縮concentrated in vacuo
2. 2
   その他The concentrate was partitioned between ethyl acetate and water (200 mL, 200 mL)
3. 3
   洗浄The organic phase was washed with brine
4. 4
   乾燥dried over Na2SO4
5. 5
   ろ過filtered
6. 6
   濃縮concentrated in vacuo
7. 7
   その他The concentrate was recrystallized from hexane

実験手順

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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