Hydrochloric Acid → Ethyl 4-benzylpiperidine-4-carboxylate

HRID 2223733Notes

Reaction equation

HRID 2223733 reaction equation
[CH2:1]([O:3][C:4]([C:6]1([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:11][CH2:10][N:9](CC2C=CC=CC=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].Cl>CO.[Pd]>[CH2:1]([O:3][C:4]([C:6]1([CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH2:7][CH2:8][NH:9][CH2:10][CH2:11]1)=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 104971761,4-dibenzyl-piperidine-4-carboxylic acid ethyl ester

Product 1

HCID 53297794Ethyl 4-benzylpiperidine-4-carboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1,4-Dibenzyl-piperidine-4-carboxylic acid ethyl ester (11.8 g, 35 mmol) is dissolved in MeOH (200 mL) and 1M aqueous HCl (40 mL) and Pd—C (10%, 1 g) are added. The mixture is hydrogenated (7 bar, 70° C.) for 15 h. The catalyst is filtered off and the solvent evaporated to provide the title compound.

Workup

  1. custom(7 bar, 70° C.)
  2. customfor 15 h
  3. filtrationThe catalyst is filtered off
  4. customthe solvent evaporated

Sources & evidence

ORD record
ord-eb90651c179e44b0bc1a477ea7437030
Source dataset
uspto-grants-2008_05
Patent number
US07375227B2

Reaction notes

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