반응 #318723

반응 방정식

sodium chloride

8-chloro-5,6,7,8-tetrahydroquinoline hydrochloride

4-mercaptobenzonitrile

potassium carbonate

→

4-(5,6,7,8-tetrahydroquinoline-8-ylthio)-benzonitrile

수율 89.0%

용매

dimethylformamide

반응 조건

후처리

1. 1
   추출was extracted with ethyl acetate
2. 2
   세척The extract was washed with ice-cold aqueous 2N sodium hydroxide and water
3. 3
   건조dried over MgSO4
4. 4
   기타evaporated under reduced pressure

실험 절차

A mixture of 4.08 g (20 mmol) of 8-chloro-5,6,7,8-tetrahydroquinoline hydrochloride, 3.38 g (25 mmol) of 4-mercaptobenzonitrile and 6.91 g (50 mmol) of potassium carbonate in 34 ml of dimethylformamide was stirred under nitrogen at room temperature overnight. The mixture was poured into aqueous saturated sodium chloride and was extracted with ethyl acetate. The extract was washed with ice-cold aqueous 2N sodium hydroxide and water, dried over MgSO4 and evaporated under reduced pressure to obtain 4.72 g (89%) of 4-(5,6,7,8-tetrahydroquinoline-8-ylthio)-benzonitrile as colorless crystals (from methanoldichloromethane).

출처