Water → HCID 15462893, compound

Participants

Reaction Steps

Ethyl 4-hydroxy-3-isobutylbenzoate (25.6 g), potassium carbonate (31.8 g), and benzyl bromide were refluxed with stirring in acetone (150 ml) for 4 hours. The reaction mixture, with water added thereto, was extracted with ethyl acetate. The extract was concentrated under a vacuum and the residue, after water (50 ml), potassium hydroxide (12.9 g), and ethanol (100 ml) were added thereto, was refluxed with heating for 2 hours. The reaction mixture, after water added thereto, was neutralized with hydrochloric acid and then extracted with ethyl acetate. The extract was washed with 10% hydrochloric acid aqueous solution and water, dried over magnesium sulfate anhydride and then concentrated under a vacuum. The resulting solid was recrystallized from n-hexane/ethanol, thereby yielding 29.0 g of the aimed compound.

Provenance & Evidence