Reaktion #2360056

Reaktionsgleichung

4-anilinophenol

imidazole

tert-butyl(chloro)dimethylsilane

→

title product

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

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONThen the reaction mixture is poured onto water
2. 2
   Extraktionextracted with ether
3. 3
   TrocknenThe organic phase is subsequently dried over magnesium sulphate
4. 4
   Filtrationfiltered
5. 5
   Sonstigeevaporated to dryness
6. 6
   SonstigeThe crude product so obtained
7. 7
   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 whole is stirred at 70° C. for 4 hours. Then the reaction mixture is poured onto water and extracted with ether. The organic phase is subsequently dried over magnesium sulphate and then filtered and evaporated to dryness. The crude product so 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