N-bromobutanimide → HCID 18918385, compound

Participants

Reaction Steps

The product of step i) (3.00 g) and N-bromosuccinimide (2.02 g) in carbon tetrachloride (50 ml) was heated at reflux temperature for 64 hours. The solvent was evaporated and the black residue dissolved in methanol/ethyl acetate, treated with charcoal, filtered and then evaporated. The resulting brown oil was purified by flash chromatography on silica, eluting with dichloromethane. Trituration with hexane gave methyl N-[4-(bromoacetyl)phenoxyacetyl]glycinate, 0.85 g, as a solid: mp softens 109°-111° C.; NMR (d6DMSO) δ8.60(1H,bt), 7.99(2H,d), 7.09(2H,d), 4.84(2H,s), 4.69(2H,s), 3.91(2H,d), 3.64(3H,s).

Provenance & Evidence