Reaktion #582254

Reaktionsgleichung

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

Sodium carbonate

4-piperidone monohydrate hydrochloride

→

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

Ausbeute 69.1%

Lösungsmittel

acetonitrile

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added dropwise to the reaction mixture
2. 2
   Temperaturat reflux for an additional 2 hours
3. 3
   SonstigeThe solvent was removed by evaporation under reduced pressure
4. 4
   Sonstigethe residue was partitioned between water and dichloromethane
5. 5
   TrocknenThe organic layer was dried over sodium sulphate
6. 6
   Filtrationfiltered
7. 7
   Sonstigeevaporated to dryness
8. 8
   SonstigePurification of the residue by silica gel column chromatography
9. 9
   Wascheneluting with 7% methanol in dichloromethane

Vorschrift

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%).

Quelle