Triphenylphosphine → (4-Chlorophenyl)(triphenyl)phosphanium iodide

Participants

Reaction Conditions

Reaction Steps

In 100 mL-volume egg-plant type flask, 3.30 g (11.4 mmol) of triphenylphosphine and 3.00 g (12.6 mmol) of p-chloroiodobenzene were dissolved in 40 mL of xylene. To the solution was added 30.0 mg (0.134 mmol) of palladium acetate, and the resulting mixture was stirred at 150° C. for 9.5 hours. After the reaction was complete, the reaction mixture was cooled to room temperature, and the precipitate was collected on a filter by suction. The collected precipitate was washed with xylene and dried under reduced pressure at 130° C. for 3 hours. There was obtained 5.48 g (yield: 87%) of p-chlorophenyltriphenylphosphonium iodide (m.p.: 219°-222° C., elemental analysis: found: C 57.84%, H 3.74%, calculated: C 57.57%, H 3.82%).

Provenance & Evidence