Cesium fluoride → 5-Bromo-2,3-difluorobenzaldehyde
Reaction equation
[Br:1][C:2]1[C:3]([Si](C)(C)C)=[C:4]([F:11])[C:5]([F:10])=[C:6]([CH:9]=1)[CH:7]=[O:8].[F-].[Cs+]>CN(C)C=O.O.C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]([F:11])[C:5]([F:10])=[C:6]([CH:9]=1)[CH:7]=[O:8]Participants
6
Procedure
To a solution of 18.0 g of 5-bromo-2,3-difluoro-4-trimethylsilanyl benzaldehyde in 20 mL of N,N-dimethylformamide and 2 mL of water was added 1.63 g of cesium fluoride at room temperature, and stirred at this temperature for 1 hour. After diluting with ethyl acetate, the organic layer was washed successively with saturated aqueous ammonium chloride and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated, to afford 10.26 g of the title compound as a colorless oil.
Workup
- washthe organic layer was washed successively with saturated aqueous ammonium chloride and saturated brine
- dry with materialdried over anhydrous magnesium sulfate
- customthe solvent was evaporated
Sources & evidence
- ORD record
- ord-fddcc1bba83a4ad4804828b8fcf6c8d4
- Source dataset
- uspto-grants-2008_09
- Patent number
- US07429609B2
Reaction notes
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