Iodine → HCID 136485905, compound

Participants

Reaction Steps

To a solution of benzhydryl (6R,7R)-3-hydroxymethyl-8-oxo-7-salicylideneamino-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (33 g) and triphenylphosphine (37.2 g) in N,N-dimethylformamide (90 ml) was added dropwise a solution of iodine (19.5 g) in tetrahydrofuran (30 ml) at 15° C., and the mixture was stirred for 15 minutes. The reaction mixture was poured into isopropyl alcohol (1200 ml) and then stirred for 2 hours. The precipitated crystals were collected by filtration to give (6R,7R)-2-benzhydryloxycarbonyl-8-oxo-7-salicylideneamino-5-thia-1-azabicyclo[4.2.0]oct-2-ene-3-ylmethyl-triphenyl-phosphonium iodide almost quantitatively.

Provenance & Evidence