Réaction #93782

Équation de réaction

Et3SiH

allyl chloride

Cl3SiH

→

Et3SiCH2CH2CH2Cl

Rendement 63.0%

Conditions de réaction

Traitement

1. 1
   TempératureHeat
2. 2
   Autrewas applied to 60° C.
3. 3
   Autrea smooth exothermic reaction up to 80° C.
4. 4
   workup.ADDITIONby the end of the addition (15 min) with temperature
5. 5
   Autreto rise to 129° C
6. 6
   Autre5 min
7. 7
   workup.DISTILLATIONVacuum distillation

Mode opératoire

In a 25 ml apparatus, there were combined 11.6 g (0.1 mol) of Et3SiH and 0.05 ml of Pt catalyst solution. Heat was applied to 60° C. and addition of a mixture of 7.7 g (0.1 mol) of allyl chloride and 1.4 g (0.01 mol) of Cl3SiH begun. There was a smooth exothermic reaction up to 80° C. by the end of the addition (15 min) with temperature continuing to rise to 129° C. 5 min later. Vacuum distillation yielded 12.12 g (63.0%) of Et3SiCH2CH2CH2Cl, with a Et3SiCH2CH2CH2Cl/Et3SiCl molar ratio of 2.73. This example shows that low levels of Cl3SiH effectively promote both rate and yield of the reaction between Et3SiH and allyl chloride, particularly when the low levels are maintained throughout the reaction by replenishment.

Source