反应详情

5-Methoxysalicylamide (56.0 g., 0.335 mole) was added to a cooled, stirred solution of sodium (8.55 g., 0.372 g-atom) in ethanol (335 ml.). To the resulting suspension was added 1-bromopropane (41.3 g., 0.335 mole) dropwise over 20 minutes. The mixture was stirred at room temperature for one hour, then was heated under reflux for 19 hours. The solvent was removed under reduced pressure. The residue was treated with cold water (500 ml.). The solid was collected by filtration and recrystallized from acetonitrile to give 5-methoxy-2-n-propoxybenzamide (29.0 g., 41.4%), m.p. 83°-87°.

1. temperaturewas heated
2. temperatureunder reflux for 19 hours
3. customThe solvent was removed under reduced pressure
4. additionThe residue was treated with cold water (500 ml.)
5. filtrationThe solid was collected by filtration
6. customrecrystallized from acetonitrile