Reaktion #355647

Reaktionsgleichung

ethyl oxalate

sodium ethoxide

sodium

phenylacetonitrile

→

ethyl 3-cyano-3-phenylpyruvate

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONA mixture of 117.1 g
2. 2
   Temperaturrefluxed for 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 was removed by filtration
7. 7
   Waschenwashed with water

Vorschrift

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

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