Nitric Acid → 2,6-Dichloro-3-nitrotoluene
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH3:9].[N+:10]([O-])([OH:12])=[O:11]>>[Cl:1][C:2]1[C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH3:9]Participants
3
Procedure
To 2,6-dichlorotoluene (200 g) is added dropwise fuming nitric acid (d=1.52, 206 ml) at 25° to 30° C. After stirring for 30 minutes at room temperature, the mixture is poured into ice-water, extracted with diethyl ether, and the extract is washed with an aqueous sodium hydrogen carbonate solution and then dried. The solvent is distilled off under reduced pressure to give 2,6-dichloro-3-nitrotoluene as yellow crystals (253.2 g).
Workup
- extractionextracted with diethyl ether
- washthe extract is washed with an aqueous sodium hydrogen carbonate solution
- customdried
- distillationThe solvent is distilled off under reduced pressure
Sources & evidence
- ORD record
- ord-ce6e3c6086de4446ad76aa28c6e59e4f
- Source dataset
- uspto-grants-1997_01
- Patent number
- US05591744
Reaction notes
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