Methyl 6-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate → Methyl 6-hydroxyisoquinoline-3-carboxylate

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Reaction Steps

To a solution of methyl 6-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate (0.72 g, 3.5 mmol) in xylenes (70 mL) was added 10% palladium on carbon (0.58 g). The mixture was heated at reflux for 18 h, and then cooled to rt. MeOH (5 mL) was added and the mixture was filtered through Celite. The solvents were evaporated and the residue was purified by column chromatography give methyl 6-hydroxyisoquinoline-3-carboxylate as yellow solid. (0.26 g, 36%). LCMS: (FA) ES+ 204.0, ES− 202.0.

Provenance & Evidence