Hydrochloric Acid → HCID 69198691, compound

Participants

Reaction Steps

Methyl [4-(2-chlorophenyl)-2-(4-propoxyphenyl)thien-3-yl]acetate (0.290 g, 0.725 mmol) was dissolved in EtOH (6 mL). NaOH (2.17 mL, 1N, 2.17 mmol) was added and the solution heated to reflux for 5 h. HCl (2.17 mL, 2N, 4.34 mmol) was added and the solvent removed. The mixture was partioned between EtOAc and H2O. The EtOAc layer was dried (MgSO4) and the solvent removed to yield [4-(2-chlorophenyl)-2-(4-propoxyphenyl)thien-3-yl]acetic acid (0.262 g) as a clear oil. 1H NMR (500 MHz, DMSO-d6) δ: 0.95 (t, 3H, J=7.44 Hz), 1.70 (m, 2H), 3.30 (s, 2H), 3.93 (t, 2H, J=6.47 Hz), 6.99 (d, 2H, J=8.78 Hz), 7.28 (dd, 1H, J=1.71 and 7.20 Hz), 7.38 (m, 5H), 7.51 (dd, 1H, J=1.71 and 7.44 Hz), 12.11 (bs, 1H). MS (ES) m/z 387.0 ([M+H]+). MS (ES) m/z 404.1 ([M+NH4]+).

Provenance & Evidence