반응 #5074

반응 방정식

1-Azabicyclo[2.2.2]octan-3-one

2-chlorobenzaldehyde

potassium hydroxide

→

title compound

2-(2-Chlorobenzylidene)-1-azabicyclo[2.2.2]octan-3-one

용매

methanol

반응 조건

후처리

1. 1
   기타The volatiles were removed in vacuo
2. 2
   세척the residue washed with sodium hydrogen carbonate
3. 3
   추출This was extracted (×4) with dichloromethane
4. 4
   세척The organic layer was washed with water
5. 5
   건조dried (MgSO4)
6. 6
   기타The dichloromethane was removed in vacuo
7. 7
   기타the residue recrystallised from methanol-dichloromethane

실험 절차

1-Azabicyclo[2.2.2]octan-3-one (3.86 g) was heated at reflux with 2-chlorobenzaldehyde (8.33 ml), potassium hydroxide (0.4 g) and methanol (60 ml) under nitrogen for 2.5 hours. The volatiles were removed in vacuo and the residue washed with sodium hydrogen carbonate. This was extracted (×4) with dichloromethane. The organic layer was washed with water and dried (MgSO4). The dichloromethane was removed in vacuo and the residue recrystallised from methanol-dichloromethane, to afford the title compound as yellow crystals:

출처