Reacción #1857588

Ecuación de reacción

water

1-bromo-3-fluoro-2-vinylbenzene

n-butyllithium

water

N,N-dimethylformamide

→

3-fluoro-2-vinylbenzaldehyde

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawarmed to room temperature
2. 2
   Extracciónextracted with ethyl acetate
3. 3
   SecadoThe combined organic phases were dried over sodium sulphate
4. 4
   Concentraciónconcentrated
5. 5
   OtroPurification by column chromatography

Procedimiento

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).

Fuente