Ethyl Bromide → 3-ethoxy-N-ethyl-4-nitrobenzamide

Participants

Reaction Steps

To a solution of N-ethyl-3-hydroxy-4-nitrobenzamide (2.1 g) obtained in Example 74a) in acetone (100 ml) were added potassium carbonate (1.4 g) and bromoethane (0.75 ml), and the mixture was heated under reflux overnight. After cooling to room temperature, the solvent was evaporated under reduced pressure. Water and ethyl acetate were added to the residue, and the organic layer was fractionated. The organic layer was dried over sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound as a pale-brown solid (0.72 g, 30%).

Provenance & Evidence