Reaktion #984299

Reaktionsgleichung

4-isopropylpiperidine

N-(2-bromoethyl)phthalimide

potassium carbonate

→

title compound

Ausbeute 54.4%

2-[2-(4-Isopropyl-1-piperidinyl)ethyl]-1H-isoindole-1,3(2H)-dione

Ausbeute 54.4%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux for 2.5 hours
2. 2
   SonstigeThe solvent was removed under reduced pressure
3. 3
   Sonstigethe residue was partitioned between ethyl acetate (100 ml) and water (100 ml)
4. 4
   SonstigeThe organic layer was separated
5. 5
   Extraktionthe aqueous layer was extracted with further ethyl acetate (100 ml)
6. 6
   TrocknenThe combined organic extracts were dried over anhydrous sodium sulphate
7. 7
   Sonstigethe solvent was removed by evaporation under reduced pressure
8. 8
   SonstigeThe resulting oil was purified by column chromatography on silica gel eluting with a gradient system of dichloromethane changing to dichloromethane:diethyl ether (50:50, by volume)

Vorschrift

A solution of 4-isopropylpiperidine (3.3 g, 20.2 mmol), N-(2-bromoethyl)phthalimide (5.4 g, 21.3 mmol), potassium carbonate (5.9 g, 45.4 mmol) and acetonitrile (100 ml) and was heated under reflux for 2.5 hours and then stirred at room temperature overnight. The solvent was removed under reduced pressure and the residue was partitioned between ethyl acetate (100 ml) and water (100 ml). The organic layer was separated and the aqueous layer was extracted with further ethyl acetate (100 ml). The combined organic extracts were dried over anhydrous sodium sulphate and the solvent was removed by evaporation under reduced pressure. The resulting oil was purified by column chromatography on silica gel eluting with a gradient system of dichloromethane changing to dichloromethane:diethyl ether (50:50, by volume) changing to diethyl ether to afford the title compound (3.3 g).

Quelle