Boron trifluoride etherate → Methyl 4-(hexadecylamino)-2-thiophenecarboxylate

Participants

Reaction Steps

A solution of 50.5 g. of 4-(hexadecylamino)-2-thiophenecarboxylic acid and 34.4 ml. of boron trifluoride etherate in 200 ml. of methanol is stirred under reflux for 44 hours, allowed to cool, and poured into 1.20 liters of ice-cold 5% aqueous sodium carbonate solution. The white solid is collected by filtration and recrystallized from benzene-ethanol to yield methyl 4-(hexadecylamino)-2-thiophenecarboxylate as a white solid.

Provenance & Evidence