Water → 1-hydroxy-4-ethoxy-carbonylmethyloxy-N-(3-n-dodecyloxypropyl)-2-naphthamide

Participants

Reaction Steps

271 g (0.66 mol) of 1-hydroxy-4-ethoxycarbonylmethyloxy-2-naphthoic acid 4-nitrophenyl ester and 160 g (0.66 mol) of 3-n-dodecyloxypropylamine were added to 750 ml of tetrahydrofuran, and the mixture was stirred for 3 hours. 2 liters of water were added to the reacting solution, and extraction was carried out with 1 liter of ethyl acetate. After removal of ethyl acetate by distillation, the residue was dissolved in 1 liter of methanol, and cooled. The precipitated crystals were filtered off and dried to obtain 205 g (66% yield) of 1 -hydroxy-4-ethoxy-carbonylmethyloxy-N-(3-n-dodecyloxypropyl)-2-naphthamide. Melting point: 66°-67.5° C.

Provenance & Evidence