Reaktion #833516
ord-d708f8ab87b842b69c87f4960445db8f
Reaktionsgleichung
3-Bromo-4-(2-propenyloxy)benzaldehyde
sodium hydroxide
mesitylene
→
3-allyl-5-bromo-4-hydroxybenzaldehyde
Reagenzien
Keine
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1TemperaturAfter cooling
- 2WaschenThe aqueous phase was washed two times with diethyl ether
- 3Extraktionextracted with ethyl acetate
- 4SonstigeAfter drying
- 5Einengenconcentrating the organic phase
- 6Sonstigecrystallized
- 7Temperaturon cooling
Vorschrift
3-Bromo-4-(2-propenyloxy)benzaldehyde (20.0 g, 0.083 mol) was heated under reflux in 75 ml mesitylene (1,3,5-trimethylbenzene) for 20 hours. After cooling, 250 ml 2N sodium hydroxide were added to the reaction mixture. The aqueous phase was washed two times with diethyl ether. The aqueous phase was subsequently acidified with concentrated hydrochloric acid under ice cooling and then extracted with ethyl acetate. After drying and concentrating the organic phase, there remained an oil that crystallized on cooling.