Reaktion #6702

Reaktionsgleichung

water

4-Bromobenzaldehyde

p-toluenesulfonic acid monohydrate

ethylene glycol

→

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

Lösungsmittel

ethyl acetate

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThis solution was washed twice with aqueous bicarbonate
2. 2
   Trocknendried over magnesium sulfate
3. 3
   Einengenconcentrated under reduced pressure
4. 4
   SonstigeA colorless oil was recovered

Vorschrift

4-Bromobenzaldehyde (3 g, 0.0162 mol) in benzene (60 mL) was treated with p-toluenesulfonic acid monohydrate (0.15 g, 0.79 mmol) and ethylene glycol (5 mL, 0.0896 mol). 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.

Quelle