HCID 12298214, compound → Propanamide, N-[4-(ethoxymethyl)-4-piperidinyl]-N-phenyl-

HRID 1973780Notes

Reaction equation

HRID 1973780 reaction equation
[CH2:1]([O:3][CH2:4][C:5]1([N:18]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:19](=[O:22])[CH2:20][CH3:21])[CH2:10][CH2:9][N:8](CC2C=CC=CC=2)[CH2:7][CH2:6]1)[CH3:2].[H][H]>[Pd].C(O)(=O)C>[CH2:1]([O:3][CH2:4][C:5]1([N:18]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:19](=[O:22])[CH2:20][CH3:21])[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)[CH3:2]

Participants

5

Reactant 2

HCID 12298214HCID 12298214, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12298219Propanamide, N-[4-(ethoxymethyl)-4-piperidinyl]-N-phenyl-

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 14.4 parts of N-[4-(ethoxymethyl)-1-(phenylmethyl)-4-piperidinyl]-N-phenylpropanamide and 200 parts of acetic acid is hydrogenated at normal pressure and at room temperature with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated. The residue is taken up in water, cooled and basified with ammonium hydroxide. The product is extracted with trichloromethane. The extract is washed with water, dried, filtered and evaporated, yielding N-[4-(ethoxymethyl)-4-piperidinyl]-N-phenylpropanamide as an oily residue.

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. temperaturecooled
  4. extractionThe product is extracted with trichloromethane
  5. washThe extract is washed with water
  6. customdried
  7. filtrationfiltered
  8. customevaporated

Sources & evidence

ORD record
ord-1894b756058746fc8dbff60402b3ea10
Source dataset
uspto-grants-1976_12
Patent number
US03998834

Reaction notes

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