Hydrochloric Acid → Triphenylphosphine

Participants

Reaction Steps

Triphenylphosphine oxide (1.40 g, 5.0 mmol) and acetonitrile (5 mL) were weighted out into a reactor containing the granular aluminum collected after the second reaction, then oxalyl chloride (0.46 mL, 5.10 mmol) was added thereto under room temperature, and the mixture was stirred for 1 hour to cause a reaction. The reaction solution was taken out with a syringe and poured into an iced 5% hydrochloric acid aqueous solution, and further, the aluminum granules were washed with ethyl acetate, and a wash liquid was also poured into the iced 5% hydrochloric acid aqueous solution as well. The organic layer was separated, and the water layer was extracted with ethyl acetate for 3 times. The organic layers were combined into one, washed with saturated saline, dried on sodium sulfate and concentrated under reduced pressure. The residue was purified with a silica gel column chromatography to give triphenylphosphine (1.22 g, 4.63 mmol, yield: 92%) and triphenylphosphine oxide (10 mg, 0.04 mmol, collection rate: 0.7%) (third reaction).

Provenance & Evidence