Hydrochloric Acid → 2-(2-Biphenyl-4-yl-furan-5-yl)-acetic acid

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Reaction Steps

To a solution of 2-(2-biphenyl-4-yl-furan-5-yl)-acetic acid ethyl ester (0.465 g, 1.44 mmol) in THF (10 mL) at 0° C. was added 2M aqueous LiOH (2 mL). The mixture was allowed to warm over 4 hours to ambient temperature and then poured into 0.5 M aqueous HCl (50 mL). The resultant pale orange perecipitate was filtered off, rinsed with water, and dried under vacuum over P2O5 to provide 400 mg(100%) of 2-(2-biphenyl-4-yl-furan-5-yl)-acetic acid as a light orange solid, mp 196-210° C., used without further purification. 1H NMR (acetone-d6): δ 7.78 (d, 2H, J=8.1 Hz), 7.72-7.67 (m, 4H), 7.46 (t, 2H, J=7.4 Hz), 7.35 (t, 1H, J=7.4 Hz), 6.84 (d, 1H, J=3.3 Hz), 6.41 (d, 1H, J=3.3 Hz), 3.81 (s, 2H). Anal. Calculated for C18H14O3: C, 77.68; H, 5.07. Found: C, 77.44; H, 5.16.

Provenance & Evidence