Reaktion #595321
ord-46d4d42143234c33aaa63af1caee4cdb
Reaktionsgleichung
Cyclopropanesulfonyl chloride
BuOH
pyridine
→
oil
Ausbeute 71.0%
Butyl cyclopropanesulfonate
Ausbeute 71.0%
Reagenzien
Keine
Reaktionsbedingungen
Temperatur
-10°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1TemperaturThe mixture was slowly warmed at room temperature
- 2SonstigeThe solvent was removed under reduced pressure
- 3workup.DISSOLUTIONthe resulting white solid was dissolved in CHCl3
- 4WaschenThe organic phase was washed with water, brine
- 5Trocknendried (MgSO4)
- 6Einengenconcentrated
Vorschrift
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).