Hydrochloric Acid → 6-Bromo-4-chloroquinoline hydrochloride
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][CH:6]=[C:5]2[Cl:12].Cl.C(OCC)C>C1COCC1>[ClH:12].[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][CH:6]=[C:5]2[Cl:12]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Following the general procedure of Wolf, Christian et al. (SynLett 2003 12, 1801-1804), to a solution of 6-bromo-4-chloroquinoline (30 g, 0.124 mol) in anhydrous THF (500 mL) was added 2 M HCl in diethylether (74 mL, 0.148 mol). A white precipitate formed immediately. After stirring for 30 min, the suspension was concentrated in vacuo and dried under vacuum to provide 6-bromo-4-chloroquinoline hydrochloride as an off-white solid (34.6 g, quantitative yield).
Workup
- customA white precipitate formed immediately
- concentrationthe suspension was concentrated in vacuo
- customdried under vacuum
Sources & evidence
- ORD record
- ord-14c4ccb87b9a4f138ee7ccc5e25d60ec
- Source dataset
- uspto-grants-2012_03
- Patent number
- US08138347B2
Reaction notes
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