Réaction #66100

Équation de réaction

2-Bromo-1-(1-bromo-cyclopentyl)-ethanone

α-picoline

→

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

Rendement 117.6%

Solvants

acetone

Conditions de réaction

Traitement

1. 1
   Températureat reflux overnight
2. 2
   Températureto cool
3. 3
   Concentrationthen concentrated in vacuo
4. 4
   LavageThe crude mass was washed with 30% ethyl acetate/petroleum ether and diethyl ether

Mode opératoire

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.

Source