Formic Acid → 2-Chloro-4-fluorobenzaldehyde
Reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[CH:4](Br)Br.C(O)=[O:13].Cl>>[Cl:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[CH:4]=[O:13]Participants
4
Procedure
In a flask were placed 30.25 g (0.100 mole) of 2-chloro-4-fluorobenzal bromide, 45 ml (1.2 mole) of formic acid, and 15 ml of concentrated hydrochloric acid. This mixture was heated at 100°-105° C. overnight. After cooling to room temperature, the reaction mixture was poured into 200 ml of an ice/water mixture which was then extracted twice with diethyl ether. The combined extracts were washed successively with a saturated, aqueous, sodium bicarbonate solution and water. After being dried over anhydrous magnesium sulfate, the extract was filtered, and the solvent was evaporated under reduced pressure,, leaving 17 g of 2-chloro-4-fluorobenzaldehyde as a residue.
Workup
- customIn a flask were placed
- temperatureThis mixture was heated at 100°-105° C. overnight
- extractionwas then extracted twice with diethyl ether
- washThe combined extracts were washed successively with a saturated, aqueous, sodium bicarbonate solution and water
- dry with materialAfter being dried over anhydrous magnesium sulfate
- filtrationthe extract was filtered
- customthe solvent was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-220e01e1f9be48c890fefbd2ea412e38
- Source dataset
- uspto-grants-1989_07
- Patent number
- US04846875
Reaction notes
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