Hydrochloric Acid → 2-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acid

Participants

Reaction Steps

To a solution of ethyl 2-(4-(4-Fluorobenzoyl)piperidin-1-yl)acetate (52.7 g, 180 mmol) in ethanol (300 mL) was added sodium hydroxide solution in water (1.8 M, 300 mL). The mixture was stirred at ambient temperature for 24 h then neutralized with HCl (37%) until pH 5˜7. The solvent was evaporated under reduced pressure, dissolved with methanol and methylene chloride, and filtered. The resulting solution was evaporated to give the title compound as a white solid (47.7 g, >99% yield). 1H NMR (400 MHz, CD3OD) δ 8.11 (dd, J=8.8, 5.3 Hz, 2H), 7.26 (t, J=8.8 Hz, 2H), 3.57-3.85 (m, 5H), 3.21 (t, J=11.0 Hz, 2H), 1.96-2.18 (m, 4H). MS m/z 266.3 (M+1), retention time=0.87 min.

Provenance & Evidence