Reaction #552888

Reaction equation

phenylmethyldichlorosilane

hexane

magnesium

THF

isopropyl chloride

→

methylphenylisopropylchlorosilane

Conditions

Workup

1. 1
   Otherequipped with a reflux condenser
2. 2
   workup.ADDITIONthermometer, and addition funnel
3. 3
   Otherwas dried under nitrogen
4. 4
   workup.ADDITION800 mL dry tetrahydrofuran (THF) was then added
5. 5
   workup.ADDITIONAfter completion of this addition
6. 6
   Filtrationthe reaction mixture was filtered
7. 7
   workup.DISTILLATIONthe solvent was distilled from the filtrate
8. 8
   workup.DISTILLATIONContinuing with distillation in vacuo

Procedure

36 g (1.5 mol) magnesium was introduced into a 2 L four-neck flask equipped with a reflux condenser, stirring rod, thermometer, and addition funnel, and was dried under nitrogen. 800 mL dry tetrahydrofuran (THF) was then added. A Grignard reagent was prepared by slowly dripping in 117.8 g (1.5 mol) isopropyl chloride from the addition funnel. Then, 267.6 g (1.4 mol) phenylmethyldichlorosilane was dripped in from the addition funnel. After completion of this addition, the reaction was brought to completion by continuing to stir for 5 hours at the reflux temperature of THF. After cooling to room temperature, 500 mL hexane was added, the reaction mixture was filtered, and the solvent was distilled from the filtrate. Continuing with distillation in vacuo afforded 258 g (1.3 mol) of the target methylphenylisopropylchlorosilane (bp=85 degrees Centigrade/7 mmHg).

Source