Potassium Hydroxide → HCID 10274745, compound

Participants

Reaction Steps

Following the procedure described in Step 4 of Example 6, [6-(5-chloro-3-pentanoyl-benzofuran-2-yl)-naphthalen-2-yloxy]-acetic acid ethyl ester (0.26 g, 0. mmol) was hydrolyzed with potassium hydroxide (0.300 g, 5.36 mmol) in THF (20 mL) and water (10 mL). Crystallization from ethyl acetate afforded the title compound as an off-white solid (0.22 g), mp 158-160° C. Mass spectrum (−APCl, [M−H]−) m/z 435, 437. 1HNMR (400 MHz, DMSO-d6): δ13.14 (br s, 1H), 8.37 (d, 1H, J=1.2 Hz), 8.03-8.01 (m, 2 H), 7.97 (d, 1H, J=8.5 Hz), 7.81 (dd, 1H, J=8.3, 1.7 Hz), 7.77 (d, 1H, J=8.8 Hz), 7.48 (dd, 1H, J=8.8, 2.2 Hz), 7.40 (d, 1H, J=2.7 Hz), 7.32 (dd, 1H, J=9.0, 2.5 Hz), 4.85 (s, 2H), 2.69 (t, 2H, J=7.3 Hz), 1.55-1.48 (m, 2H), 1.13-1.05 (m, 2H), and 0.69 ppm (t, 3H, J=7.4 Hz). Elemental Analysis for C25H21ClO5.0.4H2O: Calculated: C, 67.61; H, 4.95; N, 0.00. Found: C, 67.51; H, 4.66; N, 0.05.

Provenance & Evidence