Synthesis of some (E)-3-arylidene-6-methylpiperidin-2-ones (6) derived from 2-methylcyclopentanone (1) via thionyl chloride/dry dioxane mediated Beckmann rearrangement in moderate yields has been described. The structural elucidation of the synthesized compounds was carried on the basis of elemental analysis as well as spectral (IR, NMR and mass) results.