Реакция #1857588

Уравнение реакции

water

1-bromo-3-fluoro-2-vinylbenzene

n-butyllithium

water

N,N-dimethylformamide

→

3-fluoro-2-vinylbenzaldehyde

Растворители

THF

Условия реакции

Обработка

1. 1
   Температураwarmed to room temperature
2. 2
   Экстракцияextracted with ethyl acetate
3. 3
   СушкаThe combined organic phases were dried over sodium sulphate
4. 4
   Концентрированиеconcentrated
5. 5
   ДругоеPurification by column chromatography

Методика

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).

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