تفاعل #939471

معادلة التفاعل

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

Sodium carbonate

4-piperidone monohydrate hydrochloride

→

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

المردود 69.1%

المذيبات

acetonitrile

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added dropwise to the reaction mixture
2. 2
   درجة الحرارةat reflux for an additional 2 hours
3. 3
   أخرىThe solvent was removed by evaporation under reduced pressure
4. 4
   أخرىthe residue was partitioned between water and dichloromethane
5. 5
   تجفيفThe organic layer was dried over sodium sulphate
6. 6
   ترشيحfiltered
7. 7
   أخرىevaporated to dryness
8. 8
   أخرىPurification of the residue by silica gel column chromatography
9. 9
   غسيلeluting with 7% methanol in dichloromethane

الإجراء التجريبي

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%).

المصدر