2-Hydroxy-4-nitro-benzoic acid tetrahydro-pyran-4-yl ester → 4-Amino-2-hydroxy-benzoic acid tetrahydro-pyran-4-yl ester

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Reaction Steps

2-Hydroxy-4-nitro-benzoic acid tetrahydro-pyran-4-yl ester (0.32 g, 1.20 mmol) was hydrogenated in ethanol (25 mL) with 10% palladium on charcoal catalyst (70 mg) until hydrogen uptake ceased. The mixture was filtered through Celite and concentrated to give a residue which was purified by flash column chromatography on silica, eluting with ethyl acetate/petroleum ether (5-35% gradient) to give 4-amino-2-hydroxy-benzoic acid tetrahydro-pyran-4-yl ester (100 mg, 35%).

Provenance & Evidence