반응 #67020

반응 방정식

water

1-bromo-3-fluoro-2-vinylbenzene

n-butyllithium

water

N,N-dimethylformamide

→

3-fluoro-2-vinylbenzaldehyde

용매

THF

반응 조건

후처리

1. 1
   온도warmed to room temperature
2. 2
   추출extracted with ethyl acetate
3. 3
   건조The combined organic phases were dried over sodium sulphate
4. 4
   농축concentrated
5. 5
   기타Purification by column chromatography

실험 절차

To a solution of 1-bromo-3-fluoro-2-vinylbenzene (900 mg) in THF (40 ml) was added dropwise, at −78° C., n-butyllithium (3.4 ml 1.6 M/hexane). After 60 minutes, N,N-dimethylformamide (0.69 ml) was added dropwise at −78° C. After stirring at −78° C. for 60 minutes, the reaction mixture was admixed with water and then warmed to room temperature. Then the mixture was admixed with water and extracted with ethyl acetate. The combined organic phases were dried over sodium sulphate and concentrated. Purification by column chromatography gives 3-fluoro-2-vinylbenzaldehyde (160 mg).

출처