methyl N-(3,4-dichlorophenylsulphonyl)-5-benzyloxyindole-2-carboxylate → Methyl n-(3,4-dichlorophenylsulphonyl)-5-hydroxyindole-2-carboxylate

Participants

Reaction Steps

A suspension of 5% palladium on carbon in ethyl acetate (450 ml) and methyl N-(3,4-dichlorophenylsulphonyl)-5-benzyloxyindole-2-carboxylate(2.01 g) was stirred at 60° c under hydrogen at atmospheric pressure for 48 hours. The catalyst was removed by filtration and the filtrate concentrated in vacuo. The residue was purified by column chromatography using 20%ethyl acetate/isohexane as eluent to give the desired product as a gum (270 mg,16%). NMR: δ 3.85(s, 31H), 7.0 (m, 2H), 7.35 (s, 1H), 7.9 (m, 3H), 8.1 (s, 1H), 9.6 (s, 1H); m/z 401.9 (MH+).

Provenance & Evidence