Sodium hydride → HCID 89690341, compound

Participants

Reaction Steps

To a solution of 5-bromo-N-methyl-2-nitroaniline (500 mg) in THF (10 ml) was added NaH (40% oil dispersion, 104 mg) at 0° C. The mixture was stirred at 0° C. under a dry atmosphere (CaCl2 tube) for 30 min. After being stirred, methoxyacetyl chloride (0.237 ml) was added to the reaction mixture. The mixture was stirred at 60° C. under a dry atmosphere (CaCl2 tube) for 3 h and then at room temperature overnight. The mixture was quenched with water and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane/EtOAc). The resulting solid was washed with Et2O to give the title compound (478 mg) as a pale yellow solid.

Provenance & Evidence