HCID 54707314, compound → HCID 54707315, compound

Participants

Reaction Steps

A suspension of 1,5-dihydro-4-hydroxy-N-methyl-3-(3-nitrophenyl)-2H-pyrrol-2-one (1.23 g, 5.3 mmol)in ethanol (70 ml) was hydrogenated at 40 psi using a palladium on carbon catalyst (300 mg, 24% (w /w)) for 30 min. The catalyst was filtered off and the solvent evaporated in vacuo. The residue was azeotroped with toluene (2×30 ml) and then triturated with anhydrous ether (30 ml). The tetramic acid (0.90 g, 83%) was isolated as a yellow solid. 1H NMR (360MHz, D6 -DMSO ) δ2.85 (3H, s), 3.87 (2H, s), 6.37 (1H, dd, J=7 and 1Hz), 6.93 (1H, t, J=8Hz), 7.12 (1H, d, J=8Hz), 7.20 (1H, t, J=2Hz). MS (CI, NH3) 222 (M+NH4 +).

Provenance & Evidence