Reaktion #65155

Reaktionsgleichung

3-Chloropropylsulfonyl chloride

3-chloropropylsulfonyl chloride

O-benzylhydroxylamine hydrochloride

potassium carbonate

→

N-benzyloxy-3-chloropropylsulfonamide

Ausbeute 41.0%

Lösungsmittel

water

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe reaction mixture was extracted with ethyl acetate
2. 2
   WaschenFrom the fraction eluted with a mixture of ethyl acetate/n-hexane (1:4)

Vorschrift

3-Chloropropylsulfonyl chloride 1 (30.28 g,0.17 mol), O-benzylhydroxylamine hydrochloride (27.3 g,0.17 mol), potassium carbonate (50 g,0.36 mol) and tetrabutylammonium sulfate (about 500 mg) are reacted with each other in a mixture of ether and water (1:1) (100 ml) for 24 hours at room temperature and the reaction mixture was extracted with ethyl acetate. The extract was subjected to column chromatography on silica gel. From the fraction eluted with a mixture of ethyl acetate/n-hexane (1:4),18.4 g (41%) of crude N-benzyloxy-3-chloropropylsulfonamide (intermediate 3g) was obtained as a pale yellow oil.

Quelle