Reacción #1152355

Ecuación de reacción

hexane

7-chloro-4-hydroxy-4-trimethylsilylethynyl-1-heptyne

imidazole

chloro-trimethylsilane

→

desired product

7-chloro-4-trimethylsilyloxy-4-trimethylsilylethynyl-1-heptyne

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONis added, under nitrogen
2. 2
   Otroat room temperature
3. 3
   Otroovernight
4. 4
   Lavadowashed with saturated sodium bicarbonate solution, water
5. 5
   Secadobrine and dried over sodium sulfate
6. 6
   OtroThe solvents are evaporated to dryness

Procedimiento

To a stirred mixture of 8.5 grams of 7-chloro-4-hydroxy-4-trimethylsilylethynyl-1-heptyne and 6.2 grams of imidazole in 24 ml of dry dimethylformamide is added, under nitrogen, 5.7 ml of chloro-trimethylsilane, 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