Reaktion #481600
ord-2c30a265a15946deb2c3af6cb2cd1968
Reaktionsgleichung
3,4,5-trimethoxy benzaldehyde
sulphuric acid
→
3,5-Dimethoxy-4-hydroxy benzaldehyde
Reagenzien
Keine
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Sonstigeat 40° C.
- 2Sonstigefor 8 hours
Vorschrift
Monodemethylation of 3,4,5-trimethoxy benzaldehyde using sulphuric acid at 40° C. for 8 hours yields 3,5-Dimethoxy-4-hydroxy benzaldehyde (Syringaldehyde). Condensation of syringaldehyde with ethyl cyanoacetate in the presence of piperidine—acetic acid and benzene as the reaction medium at reflux temperature under continuous azeotropic water removal yields the title product. The reaction takes about 1.5 hours for completion. The yield obtained is typically 95%.