Reacción #582254

Ecuación de reacción

2-(2-bromoethyl)-1,3-dioxane

Sodium carbonate

4-piperidone monohydrate hydrochloride

→

1-[2-(1,3-dioxan-2-yl)ethyl]piperidin-4-one

Rendimiento 69.1%

Disolventes

acetonitrile

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added dropwise to the reaction mixture
2. 2
   Temperaturaat reflux for an additional 2 hours
3. 3
   OtroThe solvent was removed by evaporation under reduced pressure
4. 4
   Otrothe residue was partitioned between water and dichloromethane
5. 5
   SecadoThe organic layer was dried over sodium sulphate
6. 6
   Filtraciónfiltered
7. 7
   Otroevaporated to dryness
8. 8
   OtroPurification of the residue by silica gel column chromatography
9. 9
   Lavadoeluting with 7% methanol in dichloromethane

Procedimiento

Sodium carbonate (17.4 g, 125.9 mmol) was added to a solution of 4-piperidone monohydrate hydrochloride (6.45 g, 42.0 mmol) in acetonitrile (200 mL). After 30 minutes stirring at rt a solution of 2-(2-bromoethyl)-1,3-dioxane (8.45 g, 43.3 mmol) in acetonitrile (50 mL) was added dropwise to the reaction mixture and stirring was continued overnight at rt and at reflux for an additional 2 hours. The solvent was removed by evaporation under reduced pressure and the residue was partitioned between water and dichloromethane. The organic layer was dried over sodium sulphate, filtered and evaporated to dryness. Purification of the residue by silica gel column chromatography, eluting with 7% methanol in dichloromethane, afforded 1-[2-(1,3-dioxan-2-yl)ethyl]piperidin-4-one (6.19 g, 69%).

Fuente