In summary, through the application of benchtop F NMR spectroscopy, we have determined the optimal conditions for synthesizing carmofur will be in temperatures from 40-50℃ in pyridine resulting in 72% NMR yield, conducted with rigorous sealing techniques to ensure the reaction is moisture-free. More importantly, we were able to identify NMP as a solvent that is easier, and safer to purify carmofur on-scale. We envision this workflow can be applied for future studies to efficiently track the synthesis of related 5-FU analogs, as well as other fluorinated substrates.