Hydrochloric Acid → HCID 135907034, compound

Participants

Reaction Steps

5 N hydrochloric acid (7 mL) was added to a methanol (13 mL) solution of 4-isopropyl-5-(5-isopropyl-2,4-bis-methoxymethoxyphenyl)-2,4-dihydro-[1,2,4]triazol-3-one (F63-06, 1.03 g, 2.82 mmol) and the mixture was stirred overnight. After cooling to ice cold conditions, the reaction mixture was neutralized by adding saturated aqueous sodium hydrogencarbonate. The solution was extracted with ethyl acetate, and the extract was washed with water and then with saturated sodium chloride solution. After drying the extract over anhydrous sodium, sodium sulfate was removed by filtration and the solvent was distilled off under reduced pressure to obtain white solids. After crude purification by silica gel column chromatography (chloroform, methanol), the solids were further purified by silica gel column chromatography (NHsilica, diethyl ether, methanol) to obtain 5-(2,4-dihydroxy-5-isopropylphenyl)-4-isopropyl-2,4-dihydro-[1,2,4]triazol-3-one (OH-a21, white solids, 581 mg, 74%).

Provenance & Evidence