N-bromobutanimide → HCID 70463777, compound

Participants

Reaction Steps

To a refluxing suspension of 347 mg (1.00 mmole) of 3-methyl-7-phenylacetamido-3-cephem-4-carboxylic acid-1-oxide in 25 ml of dichloromethane, 340 mg of N-trimethylsilylhexahydrophthalimide (1.5 mmoles) were added and after refluxing for 50 minutes, a second portion of 340 mg of N-trimethylsilylhexahydrophthalimide (1.5 mmoles) was added thereto. The clear solution that was obtained after refluxing for ten minutes was diluted with dichloromethane to approximately 40 ml, was cooled in an ice-bath and then bromination was carried out in one hour using 260 mg (1.46 mmoles) of N-bromosuccinimide as the brominating agent to obtain a 45% yield of of trimethylsilyl 3-bromomethyl-7-phenylacetamido-3-cephem-4-carboxylate-1-oxide.

Provenance & Evidence