Reaktion #312336

Reaktionsgleichung

hydrogen peroxide

benzylidenemalonic acid, diethyl ester

sodium bicarbonate

hydrogen peroxide

→

ethyl 2-(ethoxycarbonyl)-3-phenyloxiranecarboxylate

Lösungsmittel

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was evaporated
2. 2
   Extraktionthe residue was extracted with methylene chloride
3. 3
   SonstigeThe solvent was evaporated from the separated
4. 4
   Extraktionextract
5. 5
   workup.DISTILLATIONthe residue was distilled

Vorschrift

50 g of benzylidenemalonic acid, diethyl ester, (E. H. Kroeker, et al., J. Am. Chem. Soc., 56, 1171-3 (1934)) and 10 ml of 10% aqueous sodium bicarbonate were mixed with 100 ml of ethanol. 42 ml of 30% hydrogen peroxide was added dropwise over a 5-hour period at 70° C. Then 30 ml of 30% hydrogen peroxide was added over a one-hour period at 60° C. 100 ml of ethanol was added and the mixture was stirred for 8 hours at 60° C. The solvent was evaporated and the residue was extracted with methylene chloride. The solvent was evaporated from the separated extract and the residue was distilled to give ethyl 2-(ethoxycarbonyl)-3-phenyloxiranecarboxylate (6A), as a fraction boiling at 178°-180° C. at 0.05 Torr.

Quelle