Reaktion #343602

Reaktionsgleichung

sodium nitrite

sodium nitrite

Ethyl propionylacetate

acetic acid

→

ethyl 2-propionyl-2-hydroxyiminoacetate

Ausbeute 69.4%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added to the solution
2. 2
   workup.STIRRINGstirred at 25° C. for 1.5 hrs
3. 3
   workup.STIRRINGstirred at room temperature for 2 hrs
4. 4
   ExtraktionThe reaction mixture was extracted with diethyl ether (50 ml.) twice
5. 5
   Waschenthe extract was washed with saturated aqueous sodium bicarbonate (30 ml.) three times and saturated aqueous sodium chloride
6. 6
   Trocknendried over magnesium sulfate
7. 7
   Filtrationfiltered
8. 8
   SonstigeThe filtrate was evaporated in vacuo

Vorschrift

Ethyl propionylacetate (14.4 g.) was added to acetic acid (19 ml.) and stirred at 5° to 10° C. To the solution was added dropwise over 40 minutes about 2/3 volume of an aqueous solution (30 ml.) of sodium nitrite (15 g.), and further water (50 ml.) was added to the solution and stirred at 25° C. for 1.5 hrs. The remaining aqueous solution of sodium nitrite was added dropwise over 10 minutes to the solution and stirred at room temperature for 2 hrs. The reaction mixture was extracted with diethyl ether (50 ml.) twice, and the extract was washed with saturated aqueous sodium bicarbonate (30 ml.) three times and saturated aqueous sodium chloride, dried over magnesium sulfate and filtered. The filtrate was evaporated in vacuo to give ethyl 2-propionyl-2-hydroxyiminoacetate (12 g.).

Quelle