Hydrochloric Acid → HCID 21105743, compound

Participants

Reaction Steps

A mixture of methyl 3-nitro-4-[5-(4-trifluoromethylphenyl)-1,3,4-oxadiazol-2-yl]benzoate (2.00 g), 1 M aqueous sodium hydroxide solution (10 ml) and tetrahydrofuran (10 ml) was heated under reflux for 1 hr. After cooling, 1 M hydrochloric acid was added to acidify the reaction mixture. The crystals were collected by filtration and dissolved in ethyl acetate-tetrahydrofuran. This solution was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate, and concentrated to give 3-nitro-4-[5-(4-trifluoromethylphenyl)-1,3,4-oxadiazol-2-yl]benzoic acid (1.20 g, yield 62%). Recrystallization from hexane-tetrahydrofuran gave pale-yellow prism crystals. melting point: 254–255° C.

Provenance & Evidence