Tributylvinyltin → HCID 21476907, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 8.053 g (24.7 mmol) of the product of Step A and 8.136 g (25.7 mmol) of vinyltributyltin in 50 mL of anhydrous DMF was added 0.520 g (0.74 mmol) of bis(triphenylphosphine)palladium(II) chloride, the mixture was freed of air by alternate vacuum and nitrogen flush cycles, and the reaction mixture was magnetically stirred at 60° C. for 6 hours. The reaction mixture was then cooled to room temperature, partitioned between EtOAc and saturated brine, and extracted. The organic layer was washed three times with brine, separated, dried (MgSO4), filtered and evaporated. The residue was purified on a silica gel flash chromatography column eluted with 3% EtOAc in hexane. Evaporation of the purified fractions and drying in vacuo afforded 3.176 g (63%) of the title compound as a clear oil.

Provenance & Evidence