Synthesis
3-Chloro-4-methylphenol (15 g, 0.11 mol), iodomethane (9.8 mL, 0.16 mol) and potassium carbonate (22 g, 0.16 mol) were mixed in DMF (200 mL). The reaction mixture was heated to 50 °C with continuous stirring for 2 hours. After completion of the reaction, it was cooled to room temperature and the reaction was quenched with 1N HCl aqueous solution. Subsequently, the aqueous phase was extracted with ether (Et2O), the organic phase was washed with brine, dried with anhydrous magnesium sulfate (MgSO4) and filtered. Finally, the solvent was removed by distillation under reduced pressure to give 16.4 g (100% yield) of 3-chloro-4-methylanisole.
