Potassium Carbonate → Dimethyl benzo[b]thiophene-2,6-dicarboxylate

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Reaction Steps

To a mixture of methyl 4-formyl-3-nitrobenzoate (6.68 g, 31.9 mmol) and K2CO3 (5.55 g, 38.3 mmol) in DMF (70 mL) was slowly added methyl thioglycolate (2.91 mL, 31.9 mmol). The mixture was stirred at RT for 1 h, then at 50° C. for 24 h. The resultant mixture was poured into H2O/ice and stirred until a precipitate formed. The green solid was filtered. 1H NMR (DMSO-d6) δ 8.72 (s, 1H), 8.25 (s, 1H), 8.12 (d, J=8.0 Hz), 7.95 (d, J=8.0 Hz), 3.87 (s, 6H). MS (EI): cal'd (MH+) 251.03, exp (MH+) 251.18.

Provenance & Evidence