Reaktion #428987

Reaktionsgleichung

(3RS)-1-benzyl-3-hydroxymethyl pyrrolidine

thionyl chloride

→

(3RS)-1-benzyl-3-chloromethyl pyrrolidine

Lösungsmittel

CHCl3

CHCl3

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture was evaporated
2. 2
   workup.DISSOLUTIONthe residue was dissolved in water
3. 3
   WaschenThe water layer was washed with ethyl acetate
4. 4
   ExtraktionThe water layer was extracted three times with ethyl acetate
5. 5
   Trocknenthe combined organic layer was dried (Na2SO4)
6. 6
   Filtrationfiltered
7. 7
   Sonstigeevaporated
8. 8
   Sonstigeto give the product in a quantitative yield (16.8 g)

Vorschrift

To a refluxing solution of 15.3 g (0.08 mole) (3RS)-1-benzyl-3-hydroxymethyl pyrrolidine in 220 ml CHCl3 was slowly added a solution of 330 ml thionyl chloride in 60 ml CHCl3, and the reflux was continued for one hour. The mixture was evaporated and the residue was dissolved in water. The water layer was washed with ethyl acetate and then made alkaline with 0.2M NaOH-solution. The water layer was extracted three times with ethyl acetate and the combined organic layer was dried (Na2SO4), filtered and evaporated to give the product in a quantitative yield (16.8 g).

Quelle