Réaction #595321

Équation de réaction

Cyclopropanesulfonyl chloride

BuOH

pyridine

→

oil

Rendement 71.0%

Butyl cyclopropanesulfonate

Rendement 71.0%

Conditions de réaction

Traitement

1. 1
   TempératureThe mixture was slowly warmed at room temperature
2. 2
   AutreThe solvent was removed under reduced pressure
3. 3
   workup.DISSOLUTIONthe resulting white solid was dissolved in CHCl3
4. 4
   LavageThe organic phase was washed with water, brine
5. 5
   Séchagedried (MgSO4)
6. 6
   Concentrationconcentrated

Mode opératoire

Cyclopropanesulfonyl chloride (5 g, 35 mmol, 1 eq) was dissolved in an excess BuOH (20 ml), the reaction mixture was cooled at −10° C. and pyridine (5.8 mL, 70 mmol, 2 eq) was slowly added dropwise. The mixture was slowly warmed at room temperature and stirred overnight. The solvent was removed under reduced pressure and the resulting white solid was dissolved in CHCl3. The organic phase was washed with water, brine and dried (MgSO4) and concentrated to give an oil (4.8 g, 24.9 mmol, 71%). 1H NMR (300 MHz, CDCl3): δ 4.25 (t, 2H), 2.46 (m, 1H), 1.74 (m, 2H), 1.45 (m, 2H), 1.25 (dd, 2H), 1.09 (dd, 2H), 0.93 (t, 3H).

Source