反应 #1857588

ord-acfc42632cdb4413a41b3db25de31c4f

反应方程式

O
water
C=Cc1c(F)cccc1Br
1-bromo-3-fluoro-2-vinylbenzene
[Li][CH2]CCC
n-butyllithium
O
water
CN(C)C=O
N,N-dimethylformamide
C=Cc1c(F)cccc1C=O
3-fluoro-2-vinylbenzaldehyde

溶剂

反应条件

温度
-78°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度warmed to room temperature
  2. 2
    萃取extracted with ethyl acetate
  3. 3
    干燥The combined organic phases were dried over sodium sulphate
  4. 4
    浓缩concentrated
  5. 5
    其他Purification by column chromatography

实验过程

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).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US09247748B2uspto-grants-2016_02