Abstract The effect of the solvent and the counter-ion on the ring alkylation of 3-and 4- methoxyphenols by isopentenyl bromide has been examined. Under strictly anhydrous conditions good and consistent yields of the o-isopentenylphenols were obtained with the combination potassium-toluene, but sodium-toluene was more convenient. Boron trifluoride etherate was more satisfactory than stannic chloride, zinc chloride, or phosphoric acid in ...