Reaktion #354936

Reaktionsgleichung

phenylacetonitrile

ethyl oxalate

sodium ethoxide

→

ethyl 3-cyano-3-phenylpyruvate

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONA mixture of 117.1 g
2. 2
   Temperaturrefluxed two hours
3. 3
   TemperaturAfter cooling
4. 4
   workup.ADDITIONdiluting with 2500 ml
5. 5
   Extraktionof water and extracting with ether
6. 6
   SonstigeThe solid is removed
7. 7
   Waschenwashed with water

Vorschrift

A mixture of 117.1 g. (1.0m.) of phenylacetonitrile and 326 ml. (2.4m.) of ethyl oxalate is added to an ethanol solution of sodium ethoxide (prepared by dissolving 23.8 g., 1.08m. of sodium in 500 ml. of absolute ethanol) and refluxed two hours. After cooling, diluting with 2500 ml. of water and extracting with ether, the solution is acidified with acetic acid. The solid is removed and washed with water to give ethyl 3-cyano-3-phenylpyruvate, m.p. 127°-129° C.

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