Ethanol → Ethyl 2-isopropyl-5-oxo-1-imidazolidineacetate
Reaktionsgleichung
S(Cl)(Cl)=O.[CH3:5][CH:6]([CH:8]1[NH:12][CH2:11][C:10](=[O:13])[N:9]1[CH2:14][C:15]([O-:17])=[O:16])[CH3:7].[Na+].[CH2:19](O)[CH3:20]>>[CH3:7][CH:6]([CH:8]1[NH:12][CH2:11][C:10](=[O:13])[N:9]1[CH2:14][C:15]([O:17][CH2:19][CH3:20])=[O:16])[CH3:5]Komponenten
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
To 50 ml of anhydrous ethanol stirred at 0°-5° C., 2 ml thionyl chloride were added. At the same temperature 2.1 g (0.01 mol) of sodium 2-(1-methylethyl)-5-oxo-1imidazolidineacetate were added. The suspension obtained was stirred at 0° C. for 1 hour and at room temperature for 2 hours. The solvent was evaporated under reduced pressure and the residue taken up with ethyl acetate. The solid residue was filtered off and the solvent evaporated. The residue was dissolved in a saturated solution of sodium hydrogen carbonate and extracted with 3×50 ml of dichloromethane. The organic layers were dried and evaporated to give ethyl 2-(1-methylethyl)-5-oxo-1imidazolidineacetate (0.9 g) as a pale-yellow oil (42%) (Rf 0.6, ethyl acetate/dichloromethane 6:4; silica gel plates). Hydrochloride salt, m.p. 148°-149° C. (methanol/ethyl acetate).
Aufarbeitung
- customThe suspension obtained
- customThe solvent was evaporated under reduced pressure
- filtrationThe solid residue was filtered off
- customthe solvent evaporated
- dissolutionThe residue was dissolved in a saturated solution of sodium hydrogen carbonate
- extractionextracted with 3×50 ml of dichloromethane
- customThe organic layers were dried
- customevaporated
Quellen und Nachweise
- ORD-Eintrag
- ord-29b8de90a7d2415094dad4ed0aabd579
- Quelldatensatz
- uspto-grants-1988_01
- Patentnummer
- US04719222
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