1-Bromohexadecane → Methyl 2-fluoro-4-hexadecylaminobenzoate

Participants

Reaction Steps

A mixture of 8.3 g. of methyl 4-amino-2-fluorobenzoate, 15.0 g of hexadecylbromide, 6.8 g of anhydrous potassium carbonate and 50 ml of hexamethylphosphoramide is heated to 135° for 20 hours. Upon cooling, dilution with water and extraction with ether, the orange colored ethereal extract is washed with water, dried and evaporated to yield an off-white solid. Recrystallization of this material from hexane affords methyl-2-fluoro-4-(hexadecylamino)benzoate.

Provenance & Evidence