Reaktion #40657

Reaktionsgleichung

hydrochloric acid

(S)-2-chloromethyloxirane

methanesulfonamide

sodium hydroxide

→

liquid

Ausbeute 15.7%

(S)-oxiranylmethyl methanesulfonamide

Ausbeute 15.7%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITat room temperature for 12 h
2. 2
   SonstigeThe product was isolated
3. 3
   Extraktionby extracting the aqueous layer with dichloromethane (2×300 mL)
4. 4
   TrocknenThe organic layer was dried over MgSO4
5. 5
   Sonstigeevaporated to dryness

Vorschrift

To a cold solution of methanesulfonamide (10 g, 0.105 mol) in water (100 mL) in an ice bath was added sodium hydroxide as pellets (8.4 g, 0.21 mol) and then (S)-2-chloromethyloxirane (12.4 g, 0.158 mol). The mixture was stirred at the same temperature for 2 h, and at room temperature for 12 h and then concentrated hydrochloric acid (18 mL) was added. The product was isolated by extracting the aqueous layer with dichloromethane (2×300 mL). The organic layer was dried over MgSO4 and then evaporated to dryness, yielding a colorless liquid (2.5 g), which was used directly in the next step.

Quelle