반응 #672910

반응 방정식

N,N-dimethylformamide

8-bromo-5-oxo-2,3,4,5-tetrahydro-1-benzothiepine

water

ethyl acetate

→

5-oxo-2,3,4,5-tetrahydro-1-benzothiepine-8-carbonitrile

반응 조건

후처리

1. 1
   온도to warm to room temperature
2. 2
   추출The filtrate was extracted with ethyl acetate
3. 3
   세척the organic layer was washed with water
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   농축The solvent was concentrated under reduced pressure
6. 6
   기타the obtained residue was recrystallized from ethyl acetate and hexane

실험 절차

To a solution of 8-bromo-5-oxo-2,3,4,5-tetrahydro-1-benzothiepine (5.00 g) synthesized according to a known method in N,N-dimethylformamide (50 ml) were added zinc cyanide (2.28 g) and tetrakis(triphenylphosphine)palladium(0) (1.13 g) and the mixture was stirred at 80-90° C. for 1 hr. The reaction mixture was allowed to warm to room temperature and water (500 ml) and ethyl acetate (100 ml) were added. The mixture was passed through celite. The filtrate was extracted with ethyl acetate and the organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure and the obtained residue was recrystallized from ethyl acetate and hexane to give the objective 5-oxo-2,3,4,5-tetrahydro-1-benzothiepine-8-carbonitrile (3.37 g) as pale yellow crystals.

출처