Nitric Acid → 1,2-Dichloro-3-nitro-5-(trifluoromethyl)benzene
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:6][C:7]=1[Cl:8].S(=O)(=O)(O)O.[N+:18]([O-])([OH:20])=[O:19]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([F:12])([F:10])[F:11])[CH:5]=[C:6]([N+:18]([O-:20])=[O:19])[C:7]=1[Cl:8]Participants
4
Procedure
A mixture of 3,4-dichloro-α,α,α-trifluorotoluene (430 g., 2.0 moles), concentrated sulphuric acid (1200 ml.) and concentrated nitric acid (1200 ml., excess) was stirred at 90°-100° C for one half hours. The mixture was then cooled and the acid phase discarded. The organic phase was washed with water, dilute sodium bicarbonate solution, potassium carbonate solution, dried, and distilled to give an approximately equal mixture (456 g., 89%) of 3,4-dichloro-α,α,α-trifluoro-5-nitrotoluene and 3,4-dichloro-α,α,α-trifluoro-6-nitrotoluene, b.p. 86° C/3 mm.
Workup
- temperatureThe mixture was then cooled
- washThe organic phase was washed with water, dilute sodium bicarbonate solution, potassium carbonate solution
- customdried
- distillationdistilled
Sources & evidence
- ORD record
- ord-5a77db1edef642cab9e042f04a897019
- Source dataset
- uspto-grants-1978_02
- Patent number
- US04076741
Reaction notes
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