Reaktion #2945

ord-fc50405695d1443a80eda06a3dd99d45

Reaktionsgleichung

C=C1CC(=O)O1.CC(C)=O
diketene acetone
C1CCNC1
pyrrolidine
→
CC(=O)CC(=O)N1CCCC1
title compound
Ausbeute 97.9%
CC(=O)CC(=O)N1CCCC1
1-(3-Oxobutyryl)pyrrolidine
Ausbeute 97.9%

Edukte

C=C1CC(=O)O1.CC(C)=O
diketene acetone
C1CCNC1
pyrrolidine

Reagenzien

Keine

Lösungsmittel

Cc1ccccc1
toluene

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeas described in preparation 7
  2. 2
    SonstigeThe solvent was removed in vacuo
  3. 3
    Sonstigethe residue was purified by chromatography on silica gel (EtOAc/MeOH 0%→1%)

Vorschrift

9 ml (0.05 mol) of diketene-acetone adduct and a solution of 4.2 ml (0.05 mol) of pyrrolidine in 20 ml of toluene were treated as described in preparation 7. The solvent was removed in vacuo and the residue was purified by chromatography on silica gel (EtOAc/MeOH 0%→1%) yielding 7.6 g of the title compound as a dark oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05731322uspto-grants-1998_03