Reacción #213889

Ecuación de reacción

chlorotrimethylsilane

7-chloro-4-hydroxy-4-trimethylsilylethynyl-1-heptnye

7-Chloro-4-hydroxy-4-trimethylsilylethynyl-1-heptyne

imidazole

dimethylformamide

→

desired product

7-Chloro-4-trimethylsilyloxy-4-trimethylsilylethynyl-1-heptyne

Disolventes

hexane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroat room temperature
2. 2
   Otroovernight
3. 3
   Lavadowashed with saturated sodium bicarbonate solution, water
4. 4
   Secadobrine and dried over sodium sulfate
5. 5
   OtroThe solvents are evaporated to dryness

Procedimiento

To a stirred mixture of 8.5 grams of 7-chloro-4-hydroxy-4-trimethylsilylethynyl-1-heptnye (Example 29) and 6.2 grams of imidazole in 24 ml. of dry dimethylformamide is added, under nitrogen, 5.7 ml. of chlorotrimethylsilane, in a slow stream, via a syringe. The mixture is stirred in an ice bath for one hour and then at room temperature overnight. The mixture is poured into hexane, washed with saturated sodium bicarbonate solution, water and then brine and dried over sodium sulfate. The solvents are evaporated to dryness yielding the desired product.

Fuente