Studies in naphthalene series. Part VII. Attempted synthesis of 4-stearyl-, 4-palmityl-, and 4-lauryl-1-naphthols

Abstract

4-Stearyl-1-naphthol is obtained in a poor yield by the Friedel-Crafts Reaction between stearyl chloride and α-naphthol as the main product is 2-stearyl-1-Naphthol. α-naphthylmethyl ether, however, gave an excellent yield of 1-methoxy-4-stearyl-naphthalene, but its demethylation by anhydrous aluminium chloride led to the simultaneous removal of the stearyl group. Clemmenson Reduction gave readily 1-methoxy-4-octadecyl-naphthalene. Similar results were obtained by using palmityl and lauryl chlorides.