1-(2-Cyclopent-1-enyl-2-oxo-ethyl)-2-methyl-pyridinium bromide salt → 1-(2-Cyclopentyl-2-oxo-ethyl)-2-methyl-pyridinium bromide salt

HRID 1910834Notes

Reaction equation

HRID 1910834 reaction equation
[Br-:1].[C:2]1([C:7](=[O:16])[CH2:8][N+:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:15])[CH2:6][CH2:5][CH2:4][CH:3]=1>CO.[Pd]>[Br-:1].[CH:2]1([C:7](=[O:16])[CH2:8][N+:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:15])[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 866395941-(2-Cyclopent-1-enyl-2-oxo-ethyl)-2-methyl-pyridinium bromide salt

Product 1

HCID 866395921-(2-Cyclopentyl-2-oxo-ethyl)-2-methyl-pyridinium bromide saltYield 93%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 887MethanolSolvent

Procedure

1-(2-Cyclopent-1-enyl-2-oxo-ethyl)-2-methyl-pyridinium bromide salt (3.65 g, 12.94 mmol) was dissolved in methanol (25 mL) and hydrogenated over 10% palladium on carbon (180 mg). After completion of the reaction the Pd/C was removed by filtration through celite, washing twice with methanol. Concentration of the filtrate afforded 1-(2-cyclopentyl-2-oxo-ethyl)-2-methyl-pyridinium bromide salt (3.4 g, 93%).

Workup

  1. customwas removed by filtration through celite
  2. washwashing twice with methanol

Sources & evidence

ORD record
ord-0d8cff0035894c989d0565b86bdecb82
Source dataset
uspto-grants-2013_12
Patent number
US08604029B2

Reaction notes

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