Hydrochloric Acid → 3-chloro-1H-pyrrole-2-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

A solution of 1M LiOH (7.415 ml, 7.415 mmole) was added to methyl 3-chloro-1H-pyrrole-2-carboxylate (0.2958 g, 1.854 mmole) dissolved in methanol (4 ml). To the solution was added THF (4 ml) and the resulting mixture was heated to 60° C. for 4 h. The mixture was acidified with 1M HCl and partitioned with EtOAc. The organic phase was dried over MgSO4 and evaporated to afford the title compound (0.2331 g, 86%) as a brownish solid. 1H NMR (400 MHz, Acetone-d6): δ ppm 11.01 (br. s., 1H), 7.03 (t, 1H), 6.23 (t, 1H). MS: m/z 146.2 (M+1).

Provenance & Evidence