Ammonium Chloride → HCID 86749317, compound

Participants

Reaction Steps

The (1R, 2R, 3aS, 8bR)-1-benzenesulfonamido-2-hydroxy-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-5-yl acetate (448 mg), produced according to the process described above, was dissolved in methanol followed by the addition of 0.61N potassium hydroxide/methanol solution (1.9 ml) and stirring for 20 minutes at room temperature. The reaction mixture was added to a 5% aqueous solution of ammonium chloride and extracted with ethyl acetate (50 ml+30 ml×2). The organic layer was washed with saturated brine (30 ml) and concentrated after drying with anhydrous sodium sulfate. The residue was purified with column chromatography (silica gel: methylene chloride/methanol 20:1-7:1) to obtain (1R, 2R, 3aS, 8bR)-1-benzenesulfonamido-2-hydroxy-2,3,3a,8b-tetrahydro-1H-cyclopenta [b]benzofuran-5-ol (376 mg).

Provenance & Evidence