반응 #1441591

반응 방정식

3-cyanobenzaldehyde

ethylene glycol

→

3-(1,3-dioxolan-2-yl)benzonitrile

수율 100.0%

용매

toluene

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도under reflux for 15 hrs
3. 3
   기타, while removing
4. 4
   온도After cooling
5. 5
   농축the reaction mixture was concentrated
6. 6
   workup.ADDITIONthe residue was diluted with ethyl acetate
7. 7
   세척This solution was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
8. 8
   건조dried over anhydrous magnesium sulfate
9. 9
   농축concentrated

실험 절차

A mixture of 3-cyanobenzaldehyde (9.81 g), ethylene glycol (9.31 g), p-toluenesulfonic acid monohydrate (0.07 g) and toluene (200 ml) was heated under reflux for 15 hrs., while removing generated water with a Dean-Stark trap. After cooling, the reaction mixture was concentrated, and the residue was diluted with ethyl acetate. This solution was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate, and concentrated to give 3-(1,3-dioxolan-2-yl)benzonitrile (13.1 g, yield 100%) as a colorless oil. NMR (CDCl3) δ: 4.01–4.17 (4H, m), 5.83 (1H, s), 4.50 (1H, t, J=7.6 Hz), 7.63–7.74 (2H, m), 7.80 (1H, t, J=1.6 Hz).

출처