Methanol → Methyl 2-methyl-3-nitrobenzoate

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Reaction Steps

A solution of 2-methyl-3-nitrobenzoic acid (5 g) and thionyl chloride (40 mL) was refluxed for 3 h in methanol (150 mL). The solution was concentrated in vacuo and the residue was partitioned between ethyl acetate and saturated sodium bicarbonate. The ethyl acetate layer was washed with saturated sodium chloride, dried over magnesium sulfate, and concentrated in vacuo to afford the the product as a solid. NMR (300 MHz, CDCl3) δ 7.99 (1H, d), 7.85 (1H, d), 7.38 (1H, t), 3.92 (3H, s), 2.62 (3H, s).

Provenance & Evidence