Hydrochloric Acid → 4-Bromo-2-chloro-N-(2-oxoethyl)benzamide
Reaction equation
[Br:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([NH:8][CH2:9][CH:10](OCC)[O:11]CC)=[O:7])=[C:4]([Cl:19])[CH:3]=1.Cl.O>C1COCC1>[Br:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([NH:8][CH2:9][CH:10]=[O:11])=[O:7])=[C:4]([Cl:19])[CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 4-bromo-2-chloro-N-(2,2-diethoxyethyl)benzamide (14.88 g, 42.44 mmol) in THF (50 mL) was added 2N HCl (50 mL) at room temperature. After 24 hours, water (100 mL) was added to the mixture, then the mixture was extracted with ethyl acetate (100 mL×2), the organic layer was washed with water (50 mL), dried over MgSO4. Removal of the solvent, gave a title compound (6.98 g, 60% yield).
Workup
- extractionthe mixture was extracted with ethyl acetate (100 mL×2)
- washthe organic layer was washed with water (50 mL)
- dry with materialdried over MgSO4
- customRemoval of the solvent
Sources & evidence
- ORD record
- ord-994529cf00af43f8a4de1e002695a03b
- Source dataset
- uspto-grants-2003_08
- Patent number
- US06603008B1
Reaction notes
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