Reaktion #1051788

Reaktionsgleichung

3(R,S)-pyrrolidinol

triethylamine

Methanesulphonyl chloride

→

title compound

Ausbeute 59.7%

N-Methanesulphonyl-3(R,S)-methanesulphonyloxypyrrolidine

Ausbeute 59.7%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled
2. 2
   Waschenwashed successively with saturated aqueous sodium bicarbonate solution (50 ml) and water 50 ml),
3. 3
   Trocknendried (Na2SO4)
4. 4
   Filtrationfiltered

Vorschrift

Methanesulphonyl chloride (1.95 ml, 25.3 mmol) was added dropwise to an ice-cooled, stirred solution of 3(R,S)-pyrrolidinol (1.0 g, 11.5 mmol), triethylamine (3.5 ml, 25.3 mmol) and 4-dimethylaminopyridine (70 mg, 0.575 mmol) in dichloromethane (10 ml) under nitrogen. The resulting slurry was stirred at room temperature for 24 hours, then diluted with dichloromethane (50 ml), washed successively with saturated aqueous sodium bicarbonate solution (50 ml) and water 50 ml), dried (Na2SO4) and filtered. Dilution of the filtrate with ethyl acetate provided the title compound (1.67 g) as a white crystalline solid. Rf 0.84 (SS 1). Found: C,29.89; H,5.12; N,5.74. C6H13NO5S2 requires C,29.62; H,5.39; N,5.76%.

Quelle