Reacción #213886

Ecuación de reacción

chlorotrimethylsilane

7-chloro-4-hydroxy-4-methyl-1-heptyne

dimethylformamide

imidazole

→

desired product

7-Chloro-4-methyl-4-trimethylsilyloxy-1-heptyne

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with hexane
2. 2
   LavadoThe hexane solution is washed with dilute sodium bicarbonate solution
3. 3
   Secadodried over magnesium sulfate
4. 4
   Otrothe solvent removed
5. 5
   Otroleaving an orange liquid
6. 6
   workup.DISTILLATIONThis liquid is distilled

Procedimiento

To a solution of 7-chloro-4-hydroxy-4-methyl-1-heptyne in 80 ml. of dimethylformamide at 0° C., is added 43.8 g. (0.644 moles) of imidazole and 35.02 g. (0.322 moles of) chlorotrimethylsilane. The mixture is stirred at room temperature for 45 minutes, poured into water and extracted with hexane. The hexane solution is washed with dilute sodium bicarbonate solution, dried over magnesium sulfate and the solvent removed leaving an orange liquid. This liquid is distilled giving the desired product in the fraction boiling at 83°-88° C., 1.5 mm. as a colorless liquid.

Fuente