HCID 358294, compound → 4-Piperidineacetic acid, 1-benzoyl-, ethyl ester

HRID 1729634Notes

Reaction equation

HRID 1729634 reaction equation
[C:1]([N:9]1[CH2:14][CH2:13][C:12](=[CH:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:11][CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.[Pd]>[C:1]([N:9]1[CH2:14][CH2:13][CH:12]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:11][CH2:10]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 358294HCID 358294, compound

Product 1

HCID 103336094-Piperidineacetic acid, 1-benzoyl-, ethyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

16.4 g. of the above piperidine were dissolved in 300 ml of ethanol to which was added 1.0 g. of 10 percent Pd/C. The mixture was placed in a low pressure hydrogenation apparatus and hydrogenated at a pressure of about 60 psi. The catalyst was removed by filtration and the solvents evaporated from the hydrogenation mixture in vacuo. N-benzoyl-4-(carbethoxymethyl)piperidine formed in the above reaction remained as a residue and was purified by distillation. A yield of about 15.86 g. of the compound was obtained distilling in the range 176°-178° C. at 0.20 mm Hg. The compound also crystallized from hexane in colorless prisms, mp=47°-48° C. The compound had the following physical characteristics.

Workup

  1. additionwas added 1.0 g
  2. customThe catalyst was removed by filtration
  3. customthe solvents evaporated from the hydrogenation mixture in vacuo

Sources & evidence

ORD record
ord-aa37398eca4a46889b35d378d87f8a71
Source dataset
uspto-grants-1976_11
Patent number
US03989691

Reaction notes

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