
%0 Journal Article
%A Cannon, JR 
%A Cheong, PK 
%A Fallick, CJ 
%A Hamilton, BH 
%A McDonald, IA 
%A Vinciguerra, G 
%T Syntheses of 5-n-Alkylresorcinol dimethyl ethers and 1,14-Bis(3,5-dimethoxyphenyl) tetradecane via &#946;-keto sulphone intermediates
%J Australian Journal of Chemistry
%D 1973/04/01
%V 26
%N 4
%P 799-808
%K 
%R https://doi.org/10.1071/CH9730799
%U https://www.publish.csiro.au/paper/CH9730799 
%X Alkylation of 3,5-dimethoxy-&#945;-(methylsulphonyl)acetophenone followed by reduction of the resulting monoalkylated products with zinc and acetic acid afforded the corresponding 5-n-acylresorcinol dimethyl ethers. Hydrogenolysis of 5-n-undecoylresorcinol dimethyl ether, prepared in this way, yielded 5-n-undecylresorcinol dimethyl ether.     Alkylation of 1-(methylsulphonyl)alkan-3-ones with 3,5- dimethoxybenzyl bromide gave a mixture of mono- and di-substituted products. Clemmensen reduction of the monosubstituted products afforded 5-n-alkylresorcinol dimethyl ethers directly.     These reactions have been adapted to provide two syntheses of 1,14- bis(3,5-dimethoxyphenyl)tetradecane. 
