(E)-4-(1-(4-fluorophenyl)cyclohexyl)but-3-enoic acid → 4-(1-(4-Fluorophenyl)cyclohexyl)butanoic acid

Participants

Reaction Steps

To a solution of (E)-4-(1-(4-fluorophenyl)cyclohexyl)but-3-enoic acid (37.3 mg, 0.142 mmol) in MeOH (10 mL) was added about 50 mg of 10% Pd/C (50% wet) and the solution was stirred under H2 (50 psi) for 4 hrs. After removal of the catalyst by filtering thru Celite, the solvent was evaporated off to give 4-(1-(4-fluorophenyl)cyclohexyl) butanoic acid (30 mg, 0.113 mmol, 80% yield) as an oil. 1H NMR (400 MHz, CCl3D) δ ppm 9.80 (1H, br. s.), 7.42-7.49 (1H, m), 7.21-7.27 (2H, m), 6.98 (2H, t, J=8.79 Hz), 2.11 (2H, t, J=7.47 Hz), 1.97-2.07 (2H, m), 1.17-1.61 (10H, m).

Provenance & Evidence