Sodium Hydroxide → HCID 54429514, compound

Participants

Reaction Steps

Methyl 3-[3-(1,1-dimethylheptyl)-4-methoxyphenyl]cinnamate (334.5 mg, 1.05 mmol), methanol (4 ml) and a 1N aqueous sodium hydroxide solution (1.2 ml, 1.2 mmol) were mixed, and this solution was refluxed under heating for 1 hour. Methanol was evaporated under reduced pressure. Conc. hydrochloric acid (0.3 ml) and saturated brine (5 ml) were added, and the aqueous layer was extracted 4 times with ethyl acetate (5 ml). The organic layers were combined, washed twice with saturated brine (5 ml), and dried over anhydrous magnesium sulfate. The drying agent was filtered off, and the filtrate was concentrated under reduced pressure. The obtained crystals were washed with hexane to give 3-[3-(1,1-dimethylheptyl)-4-methoxyphenyl]cinnamic acid (0.33 g, quant.) as colorless crystals.

Provenance & Evidence