Réaction #1884963

Équation de réaction

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

n-BuLi

→

desired product

Rendement 56.4%

Cyclopropanesulfonic Acid tert-Butylamide

Rendement 56.4%

Solvants

THF

Conditions de réaction

Traitement

1. 1
   AutreThe volatiles were removed in vacuo
2. 2
   AutreThe residue was partitioned between EtOAC and water (200 mL, 200 mL)
3. 3
   LavageThe separated organic phase was washed with brine
4. 4
   Séchagedried over Na2SO4
5. 5
   Filtrationfiltered
6. 6
   Concentrationconcentrated in vacuo
7. 7
   AutreThe residue was recrystallized from hexane

Mode opératoire

To a solution of N-tert-butyl-(3-chloro)propylsulfonamide (2.14 g, 10.0 mmol) in THF (100 mL) was added n-BuLi (2.5 M in hexane, 8.0 mL, 20.0 mmol) at −78° C. The reaction mixture was allowed to warm up to room temperature over period of 1 h. The volatiles were removed in vacuo. The residue was partitioned between EtOAC and water (200 mL, 200 mL). The separated organic phase was washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was recrystallized from hexane to yield the desired product as a white solid (1.0 g, 56%).

Source