Hydrochloric Acid → 2-Bromo-1,3-dichloro-5-methoxybenzene
Reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([Cl:10])[CH:3]=1.[Br:11]N1C(=O)CCC1=O.Cl>CC(C)=O>[Br:11][C:3]1[C:2]([Cl:1])=[CH:7][C:6]([O:8][CH3:9])=[CH:5][C:4]=1[Cl:10]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 5.0 grams (0.028 mole) of 1,3-dichloro-5-methoxybenzene (commercially available) in 35 mL of acetone was stirred and 5.0 grams (0.028 mole) of N-bromosuccinimide, then one mL of aqueous 10% hydrochloric acid were added. Upon completion of additions the reaction mixture was stirred at ambient temperature during a 30-minute period. After this time the reaction mixture was concentrated under reduced pressure to a residue. The residue was slurried in 20 mL of hexane and an insoluble material was removed by filtration. The filtrate was concentrated under reduced pressure, yielding 4.8 grams of the subject compound. The NMR spectrum was consistent with the proposed structure.
Workup
- concentrationAfter this time the reaction mixture was concentrated under reduced pressure to a residue
- customan insoluble material was removed by filtration
- concentrationThe filtrate was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-4cc37fd000db4093b6afb02d58450606
- Source dataset
- uspto-grants-2010_03
- Patent number
- US07671055B2
Reaction notes
Loading…