Reaktion #432229

Reaktionsgleichung

2,6-dimethylphenol

N-(2-chloroethyl)pyrrolidine hydrochloride

potassium carbonate

→

N-[2-(2,6-dimethylphenoxy)ethyl]pyrrolidine hydrochloride

Ausbeute 64.8%

Lösungsmittel

ethyl methyl ketone

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction mixture was concentrated under reduced pressure
2. 2
   Sonstigethe residue was partitioned between water and ether
3. 3
   Sonstigethe organic phase was separated off
4. 4
   Waschenwashed with water
5. 5
   Sonstigedried
6. 6
   workup.ADDITIONexcess ethereal hydrogen chloride solution was added
7. 7
   SonstigeThe precipitated product was recrystallized from 10/1 ethyl acetate/isopropanol

Vorschrift

46.7 g (0.38 mole) of 2,6-dimethylphenol, 65.0 g (0.38 mole) of N-(2-chloroethyl)pyrrolidine hydrochloride, 210.1 g (1.52 mole) of potassium carbonate and 2 g of NaI in 300 ml of ethyl methyl ketone were refluxed for 48 h. The reaction mixture was concentrated under reduced pressure, the residue was partitioned between water and ether, the organic phase was separated off, washed with water and dried, and excess ethereal hydrogen chloride solution was added. The precipitated product was recrystallized from 10/1 ethyl acetate/isopropanol. 63 g of N-[2-(2,6-dimethylphenoxy)ethyl]pyrrolidine hydrochloride were obtained.

Quelle