Sulfuric Acid → 2-Nitrotoluene
Reaction equation
S(=O)(=O)(O)O.[N+:6]([O-:9])([O-])=[O:7].[K+].[C:11]1([CH3:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[N+:6]([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[CH3:17])([O-:9])=[O:7]Participants
4
Procedure
The toluene derivative (h) is charged with concentrated sulfuric acid and potassium nitrate to obtain the 2-nitrotoluene derivative (i) (reaction 7), which is subsequently reduced (reaction 8) with hydrogen over Raney-nickel to the amine (j). In a Sandmeyer reaction (reaction 9) with amylnitrate and the halogenide (R7 -Hal) in the presence of copper, the toluene derivative (k) is obtained. The reaction with chromium(VI)oxide in acetic acid leads to the aldehyde (a).
Sources & evidence
- ORD record
- ord-e4b740c5e9574b1a9ccc563b1a632f08
- Source dataset
- uspto-grants-2000_02
- Patent number
- US06020379
Reaction notes
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