Hydrochloric Acid → 4-[3-(alpha-Naphthyloxy)propyl]aminobenzoic acid

Participants

Reaction Steps

A solution of 6 g. of ethyl 4-[3-(1-naphthyloxy)propylamino]benzoate and 3.4 g. of 85% KOH in 75 ml. 95% ethanol is heated at 80° C. for 4 hours, the reaction then diluted with 150 ml. of water and adjusted to pH 3 with 37% HCl. The resulting oily solid is extracted using several portions of warm ether. The extracts are combined, dried, and evaporated to a solid which is crystallized from acetonitrile to yield crystals, m.p. 146°-147° C.

Provenance & Evidence