Potassium Carbonate → HCID 13649488, compound

Participants

Reaction Steps

A mixture of 1117 g methyl 1-(2-nitrobenzyl)-pyrrole-2-carboxylate in 1117 mL of tetrahydrofuran, 458 g of potassium carbonate in 840 mL of water and 19 g of 5% palladium on carbon is stirred and heated to a temperature of 60°. The heat is removed and a solution of 1876 g of sodium hypophosphite hydrate in 3725 mL of water is added slowly over a period of one hour. The refluxing is controlled by the rate of the addition. When the addition is complete the mixture is refluxed, with stirring, for 2 hours. After stirring at room temperature for 5 hours, the reaction mixture is allowed to stand overnight. Methylene chloride (4 L) is added, the mixture is stirred for 3 hours and then filtered through filter-cel. The methylene chloride layer is separated and dried over magnesium sulfate. The magnesium sulfate is filtered off and the filtrate is concentrated to dryness to give a residue which is dried at 40°-50° and high vacuum to yield methyl 1-(2-aminobenzyl)-pyrrole-2-carboxylate, m.p. 95°-97°.

Provenance & Evidence