Benzoyl Peroxide → 1-(1-Bromoethyl)-4-(trimethylsilyl)benzene

Participants

Reaction Steps

The product of Step A (59 g, 0.33 mole) was dissolved in carbon tetrachloride (700 mL). To this solution was added N-bromosuccinimide (59 g, 0.33 mole) and benzoyl peroxide (ca. 200 rag) in one portion. The reaction mixture was heated to reflux for 2.5 hours while being irradiated with a 275 watt sunlamp. After cooling, the solid succinimide was removed by filtration and the filtrate was washed with saturated aqueous NaHSO3. Drying (MgSO4) and concentration gave an oil (77 g, 91% yield) which was used in the next step without further purification.

Provenance & Evidence