Triphenylphosphine → HCID 19038072, compound

Participants

Reaction Steps

A solution of 7.86 g of triphenylphosphine in 100 ml of tetrahydrofuran was cooled to 5° C., and then 5.22 g of diethyl azodicarboxylate were added dropwise to the cooled solution, followed by 4.00 g of 4-chloro-3-hydroxy-5-methylisoxazole. 3.81 g of 3-hydroxyquinuclidine were then added to the resulting mixture, and the mixture was stirred at room temperature for 24 hours. At the end of this time, the solvent was removed from the mixture by distillation under reduced pressure. The resulting residue was purified by column chromatography through silica gel, using ethyl acetate as the eluent, to afford 4.72 g (yield 64.8%) of the title compound as a colorless powder, melting at 37°-38° C.

Provenance & Evidence