Reaktion #413848

ord-f6a09a30135e4daea09fd71c559967bd

Reaktionsgleichung

Cc1cccc(C)c1O
2,6-dimethylphenol
Cl.ClCCN1CCCC1
N-(2-chloroethyl)pyrrolidine hydrochloride
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cc1cccc(C)c1OCCN1CCCC1.Cl
N-[2-(2,6-dimethylphenoxy)ethyl]pyrrolidine hydrochloride
Ausbeute 64.8%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

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

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05270325uspto-grants-1993_12