HCID 67498933, compound → HCID 22620198, compound
Reaction equation
[C:1]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1/[CH:14]=[CH:15]\[CH3:16])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]>C(O)C.[Pd]>[C:1]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][CH3:16])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of the 1.5 g (6.66 mmol) of N-Boc-2-(cis-1-propenyl)piperdine in 2 mL of ethanol was shaken under 58 psi H2 pressure over 0.3 g Pd/C catalyst overnight, and then the mixture was filtered through Celite and concentrated to give 1.43 g (94%) of the product as a clear colorless oil. No further purification was necessary. 1H NMR (250 MHz) δ4.21-4.17 (br s, 1 H), 3.98-3.92 (br d, I H), 2.79-2.68 (dt, 1 H), 1.67-1.23 (m, 19 H), 0.93-0.88 (t, 3 H); 13C NMR (62.7 MHz) 155.1 (s), 78.9 (s), 50.0 (s), 38.6 (s), 31.8 (s), 28.4 (s), 25.6 (s), 19.1 (s), 18.9 (s), 14.0 (s) ppm.