Acetic Acid → Methyl pyrrole-2-carboxylate

Participants

Reaction Steps

Pyrrole-2-carboxylic acid (10.0 g, 90.0 mmol) in diethyl ether (200 mL) was treated with diazomethane (270 mmol, generated from N-nitroso-N-methyl urea), then back titrated with acetic acid until the yellow color dissipated. The solution was washed with saturated aqueous sodium bicarbonate (3×20 mL), followed by brine (3×20 mL), then was evaporated to obtain 10 g (88%) of product. 1H NMR (CDCl3) δ 3.86 (s, 3H), 6.26-6.29 (m, 1H), 6.91-6.94 (m, 1H), 6.65-6.98 (m, 1H), 9.14 (s, 1H).

Provenance & Evidence