Citric Acid → (E)-3-(4-(methoxymethoxy)-3,5-dimethylstyryl)benzoic acid

Participants

Reaction Steps

To a solution of (E)-ethyl 3-[4-(methoxymethoxy)-3,5-dimethylstyryl]benzoate (0.6 g, 1.762 mmol) in THF and EtOH ( 6/2 mL) was added 2N NaOH (1.762 mL, 3.524 mmol) at room temperature. The reaction mixture was stirred overnight (about 18 hours) at room temperature and diluted with EtOAc and acidified with 5% citric acid. The solution was washed with saturated brine and dried with Na2SO4. The solution was filtered and concentrated. (E)-3-[4-(methoxymethoxy)-3,5-dimethylstyryl]benzoic acid (0.533 g, 97%) was obtained without further purification (TLC indicated a pure compound).

Provenance & Evidence