HCID 86279698, compound → 1,4 Diacetyl 4-phenyl piperidine

HRID 533705Notes

Reaction equation

HRID 533705 reaction equation
[C:1]([N:4]1[CH:9]=[CH:8][C:7]([C:16](=[O:18])[CH3:17])([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5]1)(=[O:3])[CH3:2].[H][H]>CO.[Pd]>[C:1]([N:4]1[CH2:5][CH2:6][C:7]([C:16](=[O:18])[CH3:17])([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:8][CH2:9]1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 86279698HCID 86279698, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 577857591,4 Diacetyl 4-phenyl piperidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1.2 grams of 1,4-Diacetyl 4-phenyl 1,4-dihydropyridine from Example 1 was dissolved in methanol (100 ml) and subjected to hydrogenation in an autoclave in presence of Palladium/carbon (10%) at 60° C. with hydrogen pressure of 5-6 kg for 10 hrs. Thin layer chromatography showed the completion of the reduction. The reaction mixture was cooled to room temperature and filtered to remove palladium/carbon. The filtrate was concentrated completely and the product was precipitated using chilled isopropyl alcohol. The product was filtered and the solid product 1,4 diacetyl 4-phenyl piperidine was dried under vacuum.

Workup

  1. filtrationfiltered
  2. customto remove palladium/carbon
  3. concentrationThe filtrate was concentrated completely
  4. customthe product was precipitated
  5. temperatureusing chilled isopropyl alcohol
  6. filtrationThe product was filtered
  7. dry with materialthe solid product 1,4 diacetyl 4-phenyl piperidine was dried under vacuum

Sources & evidence

ORD record
ord-03ff526db3b14926a5a8eb8d671635c4
Source dataset
uspto-grants-2014_10
Patent number
US08853407B1

Reaction notes

Loading…