Reacción #344435

Ecuación de reacción

ammonium chloride

trimethyltin chloride

p-tolylmagnesium bromide

→

title compound

5-(trimethylstannyl)toluene

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThe mixture was extracted three times with ether
2. 2
   LavadoThe comined organic material was washed with brine
3. 3
   Secadowas dried over MgSO4
4. 4
   workup.DISTILLATIONwas distilled at 0.1 Torr with the title compound
5. 5
   workup.DISTILLATIONdistilling between 66°-74° C
6. 6
   OtroThe bitolyl remaining in the still pot crystallized
7. 7
   Temperaturaupon cooling

Procedimiento

To a solution of 21.5 g (100 mmol) trimethyltin chloride in 500 mL THF at -35° C. was added 113 mL (113 mmol) 1.0M p-tolylmagnesium bromide over 3 minutes. The mixture was allowed to warm to RT and stir for 1 hour after which time was added saturated aqueous ammonium chloride. The mixture was extracted three times with ether. The comined organic material was washed with brine, was dried over MgSO4, was stripped of solvent in vacuo, then was distilled at 0.1 Torr with the title compound distilling between 66°-74° C. The bitolyl remaining in the still pot crystallized upon cooling. The title compound was isolated as a clear, shiny liquid, 25.4 (92% yield).

Fuente