Reaktion #63454

Reaktionsgleichung

pyruvic acid

L-proline ethyl ester

dicyclohexylcarbodiimide

→

N-pyruvoyl-L-proline ethyl ester

Lösungsmittel

chloroform

cloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture is slowly warmed to room temperature
2. 2
   workup.STIRRINGstirred for an additional 2 hours
3. 3
   workup.STIRRINGstirred at 4° C. overnight
4. 4
   FiltrationThe mixture is filtered
5. 5
   Sonstigeto remove dicyclohexylurea
6. 6
   Temperaturcooled in an ice bath
7. 7
   WaschenThe organic phase is washed with cold water, cold 1N NaHCO3 and finally with cold saturated NaCl
8. 8
   TrocknenThe organic phase is dried over anhydrous MgSO4
9. 9
   Filtrationfiltered
10. 10
    SonstigeThe solvent is removed with a rotary evaporator

Vorschrift

A solution of 60 mmoles of pyruvic acid plus 60 mmoles of L-proline ethyl ester in redistilled chloroform is cooled to -50° C. in an acetone-dry ice bath. To this solution is added 60 mmoles of a precooled solution of dicyclohexylcarbodiimide (DCC) in cloroform and the mixture is stirred at -5° C. for 1 hour. The reaction mixture is slowly warmed to room temperature and stirred for an additional 2 hours and then stirred at 4° C. overnight. The mixture is filtered to remove dicyclohexylurea, then cooled in an ice bath. The organic phase is washed with cold water, cold 1N NaHCO3 and finally with cold saturated NaCl. The organic phase is dried over anhydrous MgSO4 and filtered. The solvent is removed with a rotary evaporator yielding N-pyruvoyl-L-proline ethyl ester.

Quelle