Water → Methyl 5-chloro-2-methyl-3-nitrobenzoate

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 5-chloro-2-methyl-3-nitrobenzoic acid, prepared analogously to above, (6.75 g, 31.3 mmol) in DMF (33 mL) was added sodium carbonate (13.2 g, 125 mmol) and methyl iodide (17.8 g, 125 mmol). The resulting mixture was heated at 60° C. for 4 h. On completion, water was added to the mixture and extraction was carried out using DCM. Combined organic layers were dried, concentrated under reduced pressure and purified by column chromatography over silica to give methyl 5-chloro-2-methyl-3-nitrobenzoate (6 g, 83.6%).

Provenance & Evidence