Diethyl Ether → (2-Thienyl)diphenylsulfonium Triflate

Participants

Reaction Steps

(2-thienyl)phenylsulfide (2.0 g, 0.0104 mole), diphenyliodonium triflate (5.8 g, 0.0135 mole) and copper benzoate (0.08 g, 0.003 mole) are heated without solvent for 3 hours at 120-145° C. under nitrogen atmosphere. After cooling down, 75 ml ethyl ether was added and the mixture vigorously stirred overnight to achieve solidification. Filtration and washing with ethyl ether yielded a brown solid, which was dissolved in hot water, the solution filtered and the water removed in vacuo. The resulting white solid was stirred in 50 ml ether for 24 hours, the mixture filtered and the residue washed with ethyl ether, yielding 3.9 g (90%) of the title compound, (2-thienyl)diphenylsulfonium triflate. The structure was confirmed by 1H/13C NMR.

Provenance & Evidence