Reaktion #603077

Reaktionsgleichung

Benzyl bromide

4-hydroxy-N-phenyl-aniline

Cs2CO3

→

title product

4-Benzyloxy-N-phenyl-aniline

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture is refluxed for 4 hours
2. 2
   FiltrationAfter filtering
3. 3
   Waschenrinsing with acetonitrile
4. 4
   Einengenthe filtrate is concentrated
5. 5
   Sonstigepurified by chromatography over silica gel

Vorschrift

To a solution of 4-hydroxy-N-phenyl-aniline (30 g; 162 mmol) in acetonitrile (400 mL) there are added 58 g of Cs2CO3 (178 mmol) and stirring is carried out for 15 minutes at ambient temperature. Benzyl bromide (22.5 mL; 178 mmol) is then added dropwise and then the reaction mixture is refluxed for 4 hours. After filtering and rinsing with acetonitrile, the filtrate is concentrated and purified by chromatography over silica gel using petroleum ether and ethyl acetate as eluants. The title product is then obtained in the form of a colourless solid.

Quelle