Reaktion #10543

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 partitioned between ethyl acetate (100 ml) and water (100 ml)
4. 4
   SonstigeThe organic layer was separated
5. 5
   Extraktionthe aqueous layer extracted with further ethyl acetate (100 ml)
6. 6
   TrocknenThe combined organic extracts were dried (Na2SO4)
7. 7
   Sonstigethe solvent 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 then stirred at room temperature overnight. The solvent was removed under reduced pressure and the residue partitioned between ethyl acetate (100 ml) and water (100 ml). The organic layer was separated and the aqueous layer extracted with further ethyl acetate (100 ml). The combined organic extracts were dried (Na2SO4) and the solvent 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