4-Ethylpyridine → 4-Ethylpyridine

HRID 1456905Notes

Reaction equation

HRID 1456905 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1)[CH3:2]>[Pd].[Pt].[Rh].C1C=CC=CC=1>[CH2:1]([C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1)[CH3:2].[CH2:1]([C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:5]2[CH:4]=[C:3]([CH2:1][CH3:2])[CH:8]=[CH:7][N:6]=2)[CH:4]=1)[CH3:2]

Participants

7

Reactant 1

HCID 108224-Ethylpyridine

Product 2

HCID 108224-EthylpyridineHCID 218223304,4'-Diethyl-2,2'-bipyridine

Reagents, catalysts & solvents 4

HCID 23938PalladiumCatalystHCID 23939PlatinumCatalystHCID 23948RhodiumCatalystHCID 241BenzeneSolvent

Procedure

1 gram (g) of 5% or 10% palladium-on-carbon catalyst and 25 milliliters (ml) 4-ethylpyridine are heated for 3 days under reflux while being stirred. (Alternatively, 5% platinum-on-carbon or 5% rhodium-on-carbon may be used as the catalyst.) The reaction mixture is treated with boiling benzene, filtered, and distilled to give benzene, 4-ethylpyridine, and 4,4'-diethyl-2,2'-bipyridine.

Workup

  1. temperatureunder reflux
  2. filtrationfiltered
  3. distillationdistilled

Sources & evidence

ORD record
ord-3cbd3f970b3341d1a876eefb17420eeb
Source dataset
uspto-grants-1998_12
Patent number
US05846702

Reaction notes

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