Sodium Hydroxide → HCID 54113384, compound

Participants

Reaction Steps

Methyl 3-(3-methoxy-2-pentyloxyphenyl)cinnamate (1.47 g, 5.28 mmol), ethanol (10 ml) and a 1N aqueous sodium hydroxide solution (10 ml) were mixed, and this solution was refluxed under heating for 0.5 hour. Ethanol was evaporated under reduced pressure, and conc. hydrochloric acid was added to make the mixture acidic (pH=1). The precipitated crystals were extracted 3 times with ethyl acetate (20 ml). The organic layers were combined, washed 3 times with saturated brine (20 ml), and dried over anhydrous sodium sulfate. The drying agent was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by recrystallization from ethanol to give 3-(3-methoxy-2-pentyloxyphenyl)cinnamic acid (1.09 g, 78%) as colorless crystals.

Provenance & Evidence