24589-98-8

4-Carbomethoxysalicylaldehyde is used in the preparation of α-glucosidase inhibitors. Also used in the preparation of β-lactamase substrates.

Step 1: Synthesis of methyl 4-formyl-3-hydroxybenzoate (239) 4-Formyl-3-hydroxybenzoic acid (1.2 g, 7.22 mmol) was dissolved in methanol (10 ml). Sulfoxide chloride (1.054 ml, 14.45 mmol) was added slowly and the reaction mixture was stirred at 60 °C for 3 h to ensure complete reaction. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The crude product was ground with hexane and subsequently filtered to afford methyl 4-formyl-3-hydroxybenzoate (1.3 g, 7.22 mmol, 100% yield) as a white solid. Mass spectrometric analysis (MS/ESI+) showed the molecular ion peak m/z 181.04 [MH]+.

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