反应 #10543

反应方程式

4-isopropylpiperidine

N-(2-bromoethyl)phthalimide

potassium carbonate

→

title compound

收率 54.4%

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

收率 54.4%

溶剂

acetonitrile

反应条件

后处理

1. 1
   温度under reflux for 2.5 hours
2. 2
   其他The solvent was removed under reduced pressure
3. 3
   其他the residue partitioned between ethyl acetate (100 ml) and water (100 ml)
4. 4
   其他The organic layer was separated
5. 5
   萃取the aqueous layer extracted with further ethyl acetate (100 ml)
6. 6
   干燥The combined organic extracts were dried (Na2SO4)
7. 7
   其他the solvent removed by evaporation under reduced pressure
8. 8
   其他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)

实验过程

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).

来源