1-Bromo-4-fluorobenzene → 1-Bromo-4-fluoro-2-nitrobenzene
Reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][CH:3]=1.[N+:9]([O-])([O-:11])=[O:10].[K+]>S(=O)(=O)(O)O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
1-Bromo-4-fluorobenzene (50.0 g) was added to concentrated sulfuric acid (200 mL) slowly at 0° C., followed by slow addition of KNO3 (43.3 g). The resulting mixture was stirred at 0° C. for 1 hour. TLC indicated the reaction was complete. The reaction mixture was poured onto ice slowly, and extracted with EtOAc (3×200 mL). The organic solution was dried over anhydrous sodium sulfate. The dried solution was concentrated to afford 1-bromo-4-fluoro-2-nitrobenzene (D39) (52.0 g) as colorless oil.
Workup
- additionThe reaction mixture was poured onto ice slowly
- extractionextracted with EtOAc (3×200 mL)
- dry with materialThe organic solution was dried over anhydrous sodium sulfate
- concentrationThe dried solution was concentrated
Sources & evidence
- ORD record
- ord-52761997b7bc49148eb090b31612950d
- Source dataset
- uspto-grants-2012_07
- Patent number
- US08217028B2
Reaction notes
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