Chlorotrimethylsilane → HCID 178448259, compound

Participants

Reaction Steps

In a round flask including nitrogen preparation, internal thermometer and septum cap, which was heated in a vacuum and rinsed with argon, zinc powder (1.57 g, 24.0 mmol) was covered with a layer of THF (6 ml) and presented, and 1,2-dibromomethane (0.2 ml) was slowly added dropwise from a single-use syringe with cannula. Upon addition, heating was effected by means of a hot-air blast until the solvent was slightly boiling. After the reaction mixture was cooled to room temperature, trimethylsilylchloride (0.2 ml) was slowly added dropwise. By means of a hot-air blast, the mixture was again heated until it was slightly boiling, and stirring was continued for 5 minutes. Subsequently, 1-(2-iodo-1,1-dimethylethyl)benzene (neophyl iodide, 1.56 g, 6.0 mmol) was added within 5 minutes. Upon completion of the addition, the mixture was heated to 50° C. for 3 hours. The zinc insertion was observed by means of a GC analysis via iodolysis and hydrolysis of an aliquot of the reaction mixture.

Provenance & Evidence