Sodium Hydroxide → HCID 54527591, compound

Participants

Reaction Steps

Methyl 3-(3-hexyl-4-methoxyphenyl)cinnamate (80 mg, 0.29 mmol), ethanol (1 ml) and a 1N aqueous sodium hydroxide solution (1 ml) were mixed, and this solution was refluxed under heating for 1.5 hours. Ethanol was evaporated under reduced pressure, and conc. hydrochloric acid was added to make the solution acidic. Ethyl acetate (5 ml) was added to dissolve the precipitated crystals. The organic layer was separated, and the aqueous layer was extracted twice with ethyl acetate (5 ml). The organic layers were combined, washed 3 times with saturated brine (8 ml), and dried over anhydrous magnesium sulfate. The drying agent was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was recrystallized from ethyl acetate to give 3-(3-hexyl-4-methoxyphenyl)cinnamic acid (58 mg, 76%) as colorless crystals.

Provenance & Evidence