To quench the reaction, methanol and 3 M HCL were added dropwise, and the reaction mixture allowed to stir for an additional 30 minutes. The resulting mixture was extracted with diethyl ether, washed with 1 M HCL followed by brine, dried over Na2SO4, and the solvent was removed in vacuo via rotary evaporation. Students used 1 H NMR, C NMR, and IR spectroscopy to confirm the alcohol product. Ten pairs of students performed the experiment and obtained yields ranging from 14% to quantitative. Each group placed about 2mL of their samples in a 3-dram vial before using the rotovap for GC analysis. Of this solution,1 L was injected for GC analysis. Potassium Permanganate -compounds that can be oxidized Our intention for the extraction was to have a two-week lab in which there was an extraction and the second week of column purification, after which the purified carvone will be analyzed. However, actual yields from the steam distillation of the dried leaves and powder were too low. We envisage an alternative experimental design in which the extraction is replaced by column purification of commercially obtained spearmint oil and caraway seed oils followed by GC analysis of the purified carvone. This will probably be better for maintaining the durability of the GC column.