Reaktion #1722865
ord-d461cd2bd5fb4a1da12f287d1d0e73a7
Reaktionsgleichung
ethyl phenylacetate
diethyl oxalate
sodium ethanolate
Ethyl atropate
methyl atropate
→
diethyl 2-oxo-3-phenylsuccinate
Reagenzien
Keine
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Sonstigecan be obtained in
Vorschrift
Ethyl atropate with a methyl atropate content not exceeding 0.05% can be obtained in a relatively complicated, two-stage process (Helv. Chim. Acta 30, 1349 (1947)) as long as the starting materials do not contain more than 0.05% of methyl compounds. This process involves ethyl phenylacetate being condensed with diethyl oxalate in the presence of sodium ethanolate to give diethyl 2-oxo-3-phenylsuccinate, Na salt. Subsequent reaction with formaldehyde in the presence of potassium carbonate results in ethyl atropate with a methyl ester content not exceeding 0.05%.