Hydrochloric Acid → 3-(4-sec-Butylphenylsulfonamido)thiophene-2-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of 52 (0.75 g, 2.12 mmol) in tetrahydrofuran (10 mL) was added aqueous sodium hydroxide (5 mL, 2N). The reaction mixture was heated at 65° C. for 2 days, allowed to cool to room temperature and then acidified to pH 5 with aqueous hydrochloric acid (2N) and extracted with tetrahydrofuran (3×5 mL). The combined organic phases were dried over magnesium sulfate, filtered and concentrated under reduced pressure to yield a golden oil (0.7 g), which later solidified. A portion of the crude residue was purified by preparative HPLC to afford the title compound as a white solid (129 mg).

Provenance & Evidence