New Approach to Synthesis of Naftidrofuryl

A new method of synthesizing N, N-(diethylamino)ethyl-2-(1-naphthylmethyl)-3-tetrahydrofurfuryl propionate was proposed. The key intermediate diethyl tetrahydrofurfuryl propionate was synthesized by acylation of p-toluenesulfo-chloride with tetrahydrofurfuryl alcohol,then by alkylation of tetrahydro-furfuryl p-toluenesulfonate with diethyl malonate. The yield of N,N-(diethylamino)ethyl-2-(1-naphthyl-methyl)-3-tetrahydrofurfuryl propionate was raised from 34.0% to 46.4%; the reaction time was greatly shortened. The method described is feasible with higher yield, and has industrial prospects.