Methanol → Methyl indole-6-carboxylate

Participants

Reaction Steps

Into a reaction flask were introduced 87.1 g of methyl 4-methyl-3-nitrobenzoate, 400 ml of methanol and 8 g of 5% palladium-carbon (Pd/C). The content of the flask was stirred at room temperature for 12 hours in an atmosphere of hydrogen at ordinary pressure. The Pd/C was removed by filtration, and methanol was distilled out from the filtrate to obtain a slightly yellow colored solid product. The product was dissolved in ethyl acetate, washed with 5% aqueous solution of NaOH, washed with 5% aqueous solution of hydrochloric acid and water, and the ethyl acetate was distilled off. Thus, 50.4 g (yield 68.7%) of methyl indole-6-carboxylate monomer was obtained.

Provenance & Evidence