Reaktion #54548

Reaktionsgleichung

ether water

alkyne

3-hydroxy-3-methyl-4-phenoxy-1-butyne

butyne

3-hydroxy-3-methyl-4-phenoxy-1-butyne

imidazole

trimethylsilylchloride

→

3-methyl-3-trimethylsilyloxy-4-phenoxy-1-butyne

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe ethereal layer is washed with water
2. 2
   Trocknendried over anhydrous sodium sulfate

Vorschrift

The hydroxyl group of this alkyne is protected by dissolving 2 parts of the butyne in 5 parts by volume of dimethylformamide and successively treating the reaction mixture with 2 parts of imidazole and 1.2 parts of trimethylsilylchloride. The reaction mixture is stirred at room temperature for 1 hour and poured into ether/water. The ethereal layer is washed with water and dried over anhydrous sodium sulfate. Isolation by low pressure liquid chromatography on silica gel provides 3-methyl-3-trimethylsilyloxy-4-phenoxy-1-butyne.

Quelle