Hydrochloric Acid → HCID 57835856, compound

Participants

Reaction Steps

(+/−)3-(3,5-Difluoro-phenyl)-3-[4-(indan-2-yloxy)-phenyl]-propionic acid ethyl ester 35 (25 mg) was dissolved in 3 mL THF-EtOH-H2O (1/1/1), and LiOH (20 mg) was added. The mixture was stirred at room temperature for 6 hours. 1N HCl was added to acidify the mixture to pH 2-3. The mixture was extracted with EtOAc (2×20 mL). The organic solution was washed with water and brine, dried over Na2SO4, concentrated, and flash chromatographed (0-60% EtOAc in hexane). (+/−)-3-(3,5-Difluorophenyl)-3-(4-(2,3-dihydro-1H-inden-2-yloxy)phenyl) propanoic acid 36 was obtained as a colorless oil. MS ESI (neg.) m/e: 393 (M−H). 1H NMR (500 MHz) (CDCl3) δ 7.25-7.31 (m, 2H); 7.20-7.22 (m, 2H); 7.14 (d, J =8.4 Hz, 2H); 6.87 (d, J=8.4 Hz, 2H); 6.78 (d, J =6.5 Hz, 2H); 6.67 (t, J =8.9 Hz, 1H); 5.16 (m, 1H); 4.47 (t, J=7.8 Hz, 1H); 3.38 (dd, J =16.7, 6.3 Hz, 2H); 3.19 (dd, J=16.7, 2.6 Hz, 2H); 3.06 (d, J =7.9 Hz, 2H).

Provenance & Evidence