Dimethylformamide → 1-(1-Naphthyloxy)-8-chlorooctane

Participants

Reaction Steps

A mixture of 1-naphthol (12.9 g), potassium carbonate (23.5 g), 1-chloro-8-(p-toluenesulphonyloxy)octane (23.5 g) and dimethylformamide (200 ml) was stirred at 55° for 2-1/2 days. The solution was then cooled and added to water, and extracted with ether. The extract was dried and evaporated and the residue was chromatographed on silica gel (750 g), eluting with 3:1 hexane: methylene chloride, so as to afford the title compound as an oil.

Provenance & Evidence