Reaktion #606108

Reaktionsgleichung

water

imidazole

4-anilinophenol

tert-butyl(chloro)dimethylsilane

→

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 magnesium sulphate
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 (petroleum ether/dichloromethane gradient)

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(chloro)dimethylsilane (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 magnesium sulphate, then filtered and evaporated to dryness. The crude product thereby obtained is then purified by chromatography over silica gel (petroleum ether/dichloromethane gradient). The title product is obtained in the form of a powder.

Quelle