Réaction #833516

Équation de réaction

3-Bromo-4-(2-propenyloxy)benzaldehyde

sodium hydroxide

mesitylene

→

3-allyl-5-bromo-4-hydroxybenzaldehyde

Conditions de réaction

Traitement

1. 1
   TempératureAfter cooling
2. 2
   LavageThe aqueous phase was washed two times with diethyl ether
3. 3
   Extractionextracted with ethyl acetate
4. 4
   AutreAfter drying
5. 5
   Concentrationconcentrating the organic phase
6. 6
   Autrecrystallized
7. 7
   Températureon cooling

Mode opératoire

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.

Source