Reaktion #603076

Reaktionsgleichung

water

imidazole

4-anilinophenol

tert-butyl(dimethyl)silyl chloride

→

title product

4-{[tert-Butyl(dimethyl)silyl]oxy}-N-phenylaniline

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ether
2. 2
   TrocknenThe organic phase is then dried over MgSO4
3. 3
   Filtrationfiltered
4. 4
   Sonstigeevaporated to dryness
5. 5
   SonstigeThe crude product thereby obtained
6. 6
   Sonstigeis then purified by chromatography over silica gel

Vorschrift

To a solution of 12 g of 4-anilinophenol (64.7 mmol) in 200 mL of acetonitrile there are added, at ambient temperature, 6.7 g of imidazole (97.05 mmol) and 11.7 g of tert-butyl(dimethyl)silyl chloride (77.64 mmol). The batch is stirred at 70° C. for 4 hours. The reaction mixture is then poured into water and extracted with ether. The organic phase is then dried over MgSO4, then filtered and evaporated to dryness. The crude product thereby obtained is then purified by chromatography over silica gel using petroleum ether and dichloromethane as eluants. The title product is obtained in the form of a powder.

Quelle