Formic Acid → 5-Benzofurancarboxylic acid, 2-formyl-, methyl ester

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Reaction Steps

Methyl 2-(diethoxymethyl)-1-benzofuran-5-carboxylate (2.6 g, 8.5 mmol) is combined with formic acid (15 ml) and water (3.8 ml). The reaction is stirred 6 h at RT, the volatiles are removed in vacuo, and the residue is neutralized with 50 ml saturated NaHCO3. The mixture is extracted with CH2Cl2 (4×20 ml), the organic layer is dried (K2CO3), and is concentrated in vacuo to provide 1.72 g (99%) of methyl 2-formyl-1-benzofuran-5-carboxylate as amber flakes. HRMS (EI) calcd for C11H8O4: 204.0423, found 204.0418 (M)+.

Provenance & Evidence