Sodium hydride → Triphenylphosphine

Participants

Reaction Steps

Under a nitrogen atmosphere a suspension of 1.49 g of NaH (80% dispersion in mineral oil) in 40 ml of DMSO was warmed to 60°-65° C., with stirring and with exclusion of humidity for 3 hours, until no more hydrogen was evolved. It was cooled to 5°-8° C. and 10.93 g of triphenyl-(4-carboxybutyl)-phosphonium bromide was added all at once. The material was kept at 15° C. and stirred until all the reagent was dissolved, giving a DMSO solution of the ylide (C6H5)3P-CH(-) -(CH2)3COO(-).

Provenance & Evidence