Ethanol → 4-Bromo-3-fluorobenzaldehyde
Reaction equation
C([O:4][CH:5](OC(=O)C)[C:6]1[CH:11]=[CH:10][C:9]([Br:12])=[C:8]([F:13])[CH:7]=1)(=O)C.C(O)C.O.S(=O)(=O)(O)O>CCOCC>[Br:12][C:9]1[CH:10]=[CH:11][C:6]([CH:5]=[O:4])=[CH:7][C:8]=1[F:13]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 4-bromo-3-fluorobenzylidene diacetate (15 g), ethanol (41 ml), water (41 ml) and concentrated sulphuric acid (4 ml) was heated to reflux for 3 hours. After cooling, ether (300 ml) was added and the aqueous layer separated. The organic phase was washed with saturated sodium carbonate and brine before drying over anhydrous magnesium sulphate and evaporation in vacuo. 4-Bromo-3-fluorobenzaldehyde was obtained as a solid (7.3 g).
Workup
- temperaturewas heated
- temperatureto reflux for 3 hours
- temperatureAfter cooling
- customthe aqueous layer separated
- washThe organic phase was washed with saturated sodium carbonate and brine
- dry with materialbefore drying over anhydrous magnesium sulphate and evaporation in vacuo
Sources & evidence
- ORD record
- ord-b2bf3b052c1e4a8cba5a34f25d501af9
- Source dataset
- uspto-grants-1991_10
- Patent number
- US05061726
Reaction notes
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