Hydrochloric Acid → HCID 18182548, compound

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Reaction Steps

To a solution of methyl [5-cyano-2,3-dihydro-benzofuran-3-yl]-acetate (3.73 g, 17.2 mmol) (reference example 10a) in THF:MeOH (2:1, 60 mL) was added aqueous NaOH (16 mL, 2M). The resulting mixture was stirred for 10 min then acidified to pH 1 with 2M aqueous HCl. This mixture was diluted with ethyl acetate and washed, sequentially, with water and brine, dried over MgSO4 and concentrated. The crude solid product was used without further purification. 1H NMR (CDCO3) d 2.70 (dd, 16, 8 Hz, 1H), 2.85 (dd, J=16, 5 Hz, 1H), 3.91 (m, 1H), 4.38 (dd, J=8, 6 Hz, 1H), 4.85 (t, J=8 Hz, 1H), 6.84 (d, J=8 Hz, 1H), 7.47 (m, 2H). MS (EI) m/z 203 (M)+.

Provenance & Evidence