Ammonium Chloride → HCID 77333168, compound

Participants

Reaction Steps

The (1S, 2S, 3aR, 8bS)-1-benzenesulfonamido-2-hydroxy-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-5-yl acetate (1.14 g), produced according to the process described above, was dissolved in methanol (15 ml) followed by the addition of 0.61N potassium hydroxide/methanol solution (5.0 ml) and stirring for 30 minutes at room temperature. The reaction mixture was added to a 5% aqueous solution of ammonium chloride and extracted with ethyl acetate (60 ml+30 ml×2). The organic layer was washed with saturated brine (30 ml) and concentrated to a solid after drying with anhydrous sodium sulfate. The residue was purified with column chromatography (silica gel: chloroform/methanol 20:1-10:1) to obtain (1SR, 2S, 3aR, 8bS)-1-benzenesulfonamido-2-hydroxy-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-5-ol (940 mg).

Provenance & Evidence