ethyl 2-(1-benzylpiperidin-4-ylidene)propanoate → Ethyl 2-(piperidin-4-yl)propanoate

HRID 2226474Notes

Reaction equation

HRID 2226474 reaction equation
C1(C[N:8]2[CH2:13][CH2:12][C:11](=[C:14]([CH3:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:10][CH2:9]2)C=CC=CC=1>C(O)(=O)C>[NH:8]1[CH2:13][CH2:12][CH:11]([CH:14]([CH3:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:10][CH2:9]1

Participants

3

Reactant 1

HCID 10016132ethyl 2-(1-benzylpiperidin-4-ylidene)propanoate

Product 1

HCID 21696019Ethyl 2-(piperidin-4-yl)propanoate

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Dissolve 2-[1-(phenylmethyl)-4-piperidinylidene]propanoic acid, ethyl ester (1.5 g, 5.5 mmol) in acetic acid (50 mL).and place in a Paar hydrogenation flask. Add 10% palladium(C) (500 mg). Charge the vessel to 50 psi and shake for 18 hours. Filter the solution through Celite and remove the solvent in vacuo to give 2-(4-piperidyl)propanoic acid, ethyl ester.

Workup

  1. additionCharge the vessel to 50 psi
  2. filtrationFilter the solution through Celite
  3. customremove the solvent in vacuo

Sources & evidence

ORD record
ord-3e691505fb8247aeab649ea8da0519e1
Source dataset
uspto-grants-1994_09
Patent number
US05348964

Reaction notes

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