methyl 3-(4-nitrophenyl)-1H-pyrrole-2-carboxylate → methyl 3-(4-aminophenyl)-1H-pyrrole-2-carboxylate

Beteiligte Stoffe

Reaktionsschritte

To a suspension of 0.1 g (0.942 mmol) of 10% palladium-on-charcoal in 35 cm3 of methanol is added, at a temperature in the region of 20° C., 1 g (4.061 mmol) of methyl 3-(4-nitrophenyl)-1H-pyrrole-2-carboxylate. After hydrogenating for 20 hours in an autoclave under 3 bar of hydrogen, at a temperature in the region of 35° C., the reaction mixture is filtered, the catalyst is rinsed with twice 5 cm3 of methanol and the filtrate is then concentrated to dryness under reduced pressure (2.7 kPa) to give 0.67 g of methyl 3-(4-aminophenyl)-1H-pyrrole-2-carboxylate in the form of an orange-coloured solid; M.W.=216, IE: m/z=216 M+, m/z=184 [M-CH3OH]+, m/z=155 [M−H2COOCH3]+.

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