Piperidine → HCID 58710084, compound

Participants

Reaction Steps

To a solution of benzyl-2,2-dimethyl-3-oxopropanoate (200 mg, 1.0 mmol) in DCM (30 mL) were added piperidine (0.10 mL, 1.1 mmol) and sodium triacetoxyborohydride (400 mg, 2.0 mmol). The reaction mixture was left to stir at rt for 16 h. The mixture was partitioned between DCM and water and treated with saturated NaHCO3. The combined organic extracts were dried over Na2SO4 and concentrated in vacuo. Purification via silica gel chromatography (5% EtOAc in Hexane) afforded the title compound as a yellow oil. MS (ES+): m/z: 276.18 (100) [MH+]. HPLC: tr=1.97 min (ZQ2000: polar—5 min). 1H NMR (400 MHz, CDCl3): δ=1.17 (s, 6H), 1.28-1.37 (m, 2H), 1.40-1.46 (m, 4H), 2.34-2.36 (m, 4H), 2.44 (s, 2H), 5.09 (s, 2H), 7.25-7.34 (m, 5H).

Provenance & Evidence