Water → Methyl 4-(allyloxy)benzoate

Participants

Reaction Conditions

Reaction Steps

To a solution of 15.0 g (98.6 mmol) of methyl p-hydroxybenzoate and 13.0 g (94.1 mmol) of potassium carbonate mixed in 150 ml of acetone were added 13 ml (150 mmol) of allyl bromide and the whole was stirred at 80° C. for 2 hours under an argon gas atmosphere. Water was added to the solution and the whole was extracted with ethyl acetate. Then, the organic phase was washed with 5% aqueous solution of sodium hydroxide and saturated saline solution. After removal of the solvent by distillation, the residue was purified by silica gel column chromatography to obtain 18.6 g of methyl p-allyloxybenzoate (11) (yield: 96.6%).

Provenance & Evidence