N-Butylnicotinamide → HCID 20298115, compound

HRID 1389162Notes

Reaction equation

HRID 1389162 reaction equation
[CH2:1]([NH:5][C:6](=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[N:9][CH:8]=1)[CH2:2][CH2:3][CH3:4]>C(O)(=O)C.[Pt]=O>[CH2:1]([NH:5][C:6]([CH:7]1[CH2:12][CH2:11][CH2:10][NH:9][CH2:8]1)=[O:13])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 506608N-Butylnicotinamide

Product 1

HCID 20298115HCID 20298115, compoundYield 52.5%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolvent

Procedure

N-n-Butylnicotinamide (7.0 g) in acetic acid (100 ml) was hydrogenated over platinum oxide at 50° and 50 p.s.i. The catalyst was removed by filtration, the filtrate evaporated and the residue treated with toluene and evaporated in vacuo. The residue in chloroform (50 ml) was washed with sodium bicarbonate solution (3×50 ml) the organic layer separated, dried (Na2SO4) and the solvent evaporated in vacuo to give as an oil 3-(N-n-butylcarbamoyl)piperidine (3.8 g).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate evaporated
  3. additionthe residue treated with toluene
  4. customevaporated in vacuo
  5. washThe residue in chloroform (50 ml) was washed with sodium bicarbonate solution (3×50 ml) the organic layer
  6. customseparated
  7. dry with materialdried (Na2SO4)
  8. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-f3921004db8d40858362aff62f74763d
Source dataset
uspto-grants-1981_01
Patent number
US04243666

Reaction notes

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