Isoprene → Trimethyl(4-methyl-1,4-cyclohexadienyl)silane

Participants

Reaction Conditions

Reaction Steps

In a four-necked flask, 1.12 g (5.1 mmol) of CoBr2, 5.43 g (17 mmol) of ZnI2, and 2.24 g (5.6 mmol) of diphenylphosphinoethane were dissolved in 250 ml of dichloromethane, and the solution was stirred for 30 minutes at 30° C. Subsequently, 50 ml (500 mmol) of isoprene, 63.5 ml (450 mmol) of trimethylsilylacetylene, and 1.45 g (5.6 mmol) of Bu4NBH4 were added thereto, and the mixture was allowed to react for one hour at 30° C. After completion of the reaction, dichloromethane was evaporated, and then the residue was distilled under reduced pressure. Thus, 68.6 g of the title compound, trimethyl (4-methyl-1,4-cyclohexadienyl) silane, was obtained at a yield of 91.7% (GC purity 80%).

Provenance & Evidence