Trifluoroacetic acid → 3-Isopropylidene-1-(4-methoxy-benzyl)-piperidine

Participants

Reaction Steps

Combine 2-{1-(4-Methoxy-benzyl)-piperidin-3-yl]-propan-2-ol (0.564 g, 2.14 mmol) and 1:1 Et3SiH:TFA (8 mL) at room temperature. Reflux the reaction for 72 hours under a Nitrogen atmosphere and then concentrate under reduced pressure and flash chromatograph using 3% 1N NH3-MeOH in CH2Cl2 to give 400.0 mg (76% yield) of the title compound: 1H NMR (500 MHz, CDCl3); 1.5-1.6 (8H, d), 2.2 (2H, t), 2.5 (2H, br s), 3.0 (2H, br s), 3.5 (2H, br s), 3.8 (3H, s), 6.8 (2H, d), 7.2 (2H, d); MS m/z 246

Provenance & Evidence