Methanol → Methyl pyrrole-2-carboxylate

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Reaction Steps

A solution of sodium methoxide, prepared by dissolving sodium (34.0 g) in 4.0 L of methanol, is added to a solution of 2480 g of 2-(trichloroacetyl)-pyrrole in 6.0 L of methanol over a period of 1.5 hours under an atmosphere of nitrogen. There is an exotherm to 35° during the addition. Stirring is continued at room temperature for 2.5 hours, then the solution is concentrated to dryness in vacuo. The residue is dissolved in 9.0 L of ether and the solution is washed with 2×700 mL of water, dried over anhydrous magnesium sulfate (250 g), and stirred for 1 hour with charcoal (20 g). The mixture is filtered and the filtrate is concentrated to dryness to vacuo to give methyl pyrrole-2-carboxylate, m.p. 73°-74'.

Provenance & Evidence