N-bromobutanimide → HCID 70463777, compound

Participants

Reaction Steps

352 mg (1.01 mmoles) of 3-methyl-7-phenylacetamido-3-cephem-4-carboxylic acid-1-oxide were added to a solution of 0.45 mg (2.0 mmoles) of N-trimethylsilylbenzenesulfonamide in 70 ml of dichloromethane and after refluxing for half an hour a still slightly turbid solution was obtained. An additional 0.42 g of N-trimethylsilylbenzenesulfonamide (1.8 mmoles) was added and refluxing was continued for half an hour. The clear, light yellow solution obtained was cooled in an ice-bath and bromination was carried out in one hour using 0.26 mg (1.46 mmoles) of N-bromosuccinimide as the brominating agent to obtain a 44% yield of trimethylsilyl 3-bromomethyl-7-phenylacetamido-3-cephem-4-carboxylate-1-oxide.

Provenance & Evidence