Perchloric Acid → 2-(2,3-Dichlorophenyl)acetaldehyde
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH:8]=[CH:9][O:10]C)[C:3]=1[Cl:12].Cl(O)(=O)(=O)=O>C1COCC1.O>[Cl:12][C:3]1[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:8][CH:9]=[O:10]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of 15.0 g (0.074 mole) 1,2-dichloro-3-(2-methoxyethenyl)benzene in 150 ml of THF was added 15 ml of 35% perchloric acid in water. The reaction was refluxed for 3.5 hr then poured into ice/water. The aqueous layer was extracted two times with ether, the organics were washed with water, brine and dried (MgSO4). Evaporation of the solvent gave 13.91 g of crude 2,3-dichlorobenzeneacetaldehyde a yellow oil (99%).
Workup
- temperatureThe reaction was refluxed for 3.5 hr
- extractionThe aqueous layer was extracted two times with ether
- washthe organics were washed with water, brine
- dry with materialdried (MgSO4)
- customEvaporation of the solvent
Sources & evidence
- ORD record
- ord-9b2b2f21af104015b62024d4877aa7dd
- Source dataset
- uspto-grants-1988_03
- Patent number
- US04729994
Reaction notes
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