Benzyl Bromide → 3-[(N-benzyloxycarbonyl-N-ethyl-amino)-methyl]-4-bromo-benzoic acid benzyl ester

Participants

Reaction Steps

To 3-[(N-benzyloxycarbonyl-N-ethyl-amino)-methyl]-4-bromo-benzoic acid (8.9 g, 22.6 mmol) in MeCN (400 mL) was added cesium carbonate (18.4 g, 56.5 mmol), followed by benzyl bromide (2.95 mL, 24.9 mmol), and the reaction was stirred at room temperature overnight. The mixture was filtered and extracted with EtOAc and washed with H2O. The organic layer was dried and concentrated, and the residue was purified by silica gel chromatography (0-25% EtOAc in hexanes) to give 3-[(N-benzyloxycarbonyl-N-ethyl-amino)-methyl]-4-bromo-benzoic acid benzyl ester.

Provenance & Evidence