Optimum conditions for caffeine oxidation were found to be between 2100 and 2230 mV from the constant current variation studies (3.0-4.5 mA). This identified 4.0 mA, 0-2.2 V, 7.0 Fmol-1 gave high conversions to ≥ 1 major metabolite(s). However, constant current 5.0 mA with a maximum applied theoretical voltage of 2590 mV was found to be excessive due to the increasing conversion of caffeine to generate uric acid (SI: Electrosynthesis Optimisation Studies). Moreover, increased unassigned metabolites may correspond to the degradation products resulting from the opening of the highly polar imidazole and purine rings. Multiple scales of electrosynthesis reactions were utilized to isolate caffeine metabolites, including theophylline (with an isolated yield of 2.1%) and 1,7-dimethylxanthine (with an isolated yield of 1.5%). The synthesis of caffeine metabolites presents several challenges, including the production of different types of metabolites, the constraints caused by the high polarity of metabolites, and the small quantities of the desired product. Consequently, multiple batches of chemical reactions are required to produce the desired product.