2-Methylpyridine → 1-(2-Cyclopent-1-enyl-2-oxo-ethyl)-2-methyl-pyridinium bromide salt
Reaction equation
[Br:1][CH2:2][C:3]([C:5]1(Br)[CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:4].[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH3:17]>CC(C)=O>[Br-:1].[C:5]1([C:3](=[O:4])[CH2:2][N+:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[CH2:9][CH2:8][CH2:7][CH:6]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2-Bromo-1-(1-bromo-cyclopentyl)-ethanone (3.7 g, 13.7 mmol) and α-picoline (1.02 g, 11.0 mmol) in acetone were heated at reflux overnight. The reaction mixture was allowed to cool then concentrated in vacuo. The crude mass was washed with 30% ethyl acetate/petroleum ether and diethyl ether. 1-(2-Cyclopent-1-enyl-2-oxo-ethyl)-2-methyl-pyridinium bromide salt (3.65 g, 94%) was obtained as a semi-solid material and taken for next step without purification.