
TY  - JOUR
A1  - Cannon, JR 
A1  - Cheong, PK 
A1  - Fallick, CJ 
A1  - Hamilton, BH 
A1  - McDonald, IA 
A1  - Vinciguerra, G 
T1  - Syntheses of 5-n-Alkylresorcinol dimethyl ethers and 1,14-Bis(3,5-dimethoxyphenyl) tetradecane via &#946;-keto sulphone intermediates
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1973
VL  - 26
IS  - 4
SP  - 799
EP  - 808
KW  - 
UR  - https://doi.org/10.1071/CH9730799 
N2  - 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. 
ER  -

