Hydrochloric Acid → HCID 178525704, compound

Participants

Reaction Steps

A mixture of trans-4-benzo[d]isoxazol-3-yl-cyclohexanecarboxylic acid methyl ester (6.77 g, 26.1 mmol) and aqueous 2 M sodium hydroxide solution (131 ml, 261 mmol) in 1,4-dioxane (261 ml) was stirred at room temperature for 20 h. The reaction mixture was cooled by addition of crushed ice (120 g) and acidified with concentrated hydrochloric acid (21.8 ml, 261 mmol). The reaction mixture was extracted with three 150-ml portions of ethyl acetate. The combined organic layers were washed with one 50-ml portion of brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The crude acid was crystallized from hot ethyl acetate to give the title compound (4.09 g, 64%) as white crystals. MS m/e: 246 ([M+14]+).

Provenance & Evidence