(1-Oxo-1,3-dihydro-2H-inden-2-ylidene)acetic acid → (1-Oxo-indan-2-yl)-acetic acid

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Reaction Steps

To a solution of 1.9 g (0.031 mol) of zinc dust suspended in 10 mL of HOAc was added 2.3 g (0.012 mol) of the product from Step A. The reaction mixture was refluxed for 1 hour, cooled, filtered and rinsed wtih acetic acid. The acetic acid solution was poured into 200 mL of H2O and extracted with ethyl acetate (3 ×50 mL), washed with H2O (2×50 mL), dried over anhydrous magensium sulfate, filtered and concentrated under vacuum to afford 1.9 g of a yellow solid. 1H NMR (CDCl3) δ: 2.6-3.5 (m, 5H), 7.4-7.8 (m, 4H), 12.2 (s, 1H).

Provenance & Evidence