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 37823Notes

Reaction equation

HRID 37823 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 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1-(2-cyclopent-1-enyl-2-oxo-ethyl)-2-methyl-pyridinium bromide salt (3.65 g, 12.9 mmol) in methanol (25 mL) was hydrogenated over 10% Pd/C (180 mg). After completion of the reaction the catalyst was removed by filtration, washing with methanol, and concentration of the filtrate gave 1-(2-cyclopentyl-2-oxo-ethyl)-2-methyl-pyridinium bromide salt (3.4 g, 93%).

Workup

  1. customAfter completion of the reaction the catalyst
  2. customwas removed by filtration
  3. washwashing with methanol, and concentration of the filtrate

Sources & evidence

ORD record
ord-98f63a28bdf942adaa9d24aceda54a07
Source dataset
uspto-grants-2013_09
Patent number
US08524705B2

Reaction notes

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