Réaction #1519096

Équation de réaction

water

4-Bromobenzaldehyde

p-toluenesulfonic acid monohydrate

ethylene glycol

→

2-(4-bromophenyl)-1,3-dioxolane

Solvants

ethyl acetate

benzene

Conditions de réaction

Traitement

1. 1
   LavageThis solution was washed twice with aqueous bicarbonate
2. 2
   Séchagedried over magnesium sulfate
3. 3
   Concentrationconcentrated under reduced pressure
4. 4
   AutreA colorless oil was recovered

Mode opératoire

4-Bromobenzaldehyde (3 g, 0.0162 moles) in benzene (60 mL) was treated with p-toluenesulfonic acid monohydrate (0.15 g, 0.79 mmoles) and ethylene glycol (5 mL, 0.0896 moles). The reaction was refluxed under nitrogen with azeotropic removal of water. After 3 hours, the reaction was cooled to room temperature and diluted with an equal volume of ethyl acetate. This solution was washed twice with aqueous bicarbonate, dried over magnesium sulfate and concentrated under reduced pressure. A colorless oil was recovered. Yield=2.83 g (92%). TLC (5% ethyl acetate in hexanes) showed clean product, Rf=0.17.

Source