Ethyl Acetate → HCID 15296707, compound

Participants

Reaction Steps

To a room temperature solution of 1,7-bis-(1-methylethoxy)-2-naphthalenecarboxylic acid (200 mg, 0.69 mmol) in 10 mL of THF is added N,N-carbonyldiimidazole (135 mg, 0.83 mmol). The solution is heated at reflux for 1 hour and cooled to room temperature. Aqueous NH4OH (4 mL) is added and the reaction mixture is stirred at room temperature for 30 minutes, then poured into ethyl acetate, and washed with aqueous NaHCO3 and brine. The organic layer is dried over MgSO4, filtered, and concentrated in vacuo. The crude product is recrystallized from methanol and water to provide 1,7-bis-(1-methylethoxy)-2-naphthalenecarboxamide in 40% yield; mp 145°-146° C.

Provenance & Evidence