Bromine → HCID 57800275, compound
Reaction equation
[Cl:1][C:2]1[C:3]([CH3:15])=[C:4]([NH:8][C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11])[CH:5]=[CH:6][CH:7]=1.[Br:16]Br>CC(O)=O>[Br:16][C:7]1[CH:6]=[CH:5][C:4]([NH:8][C:9](=[O:14])[C:10]([CH3:11])([CH3:12])[CH3:13])=[C:3]([CH3:15])[C:2]=1[Cl:1]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
N-(3-Chloro-2-methylphenyl)-2,2-dimethylpropanamide (0.5 g, 2.2 mmol) and bromine (1.4 g, 8.8 mmol) were combined in AcOH (25 mL) at rt for 2 h. The residue resulting from concentration was purified by flash chromatography (20-60% EtOAc-hexanes gradient) to afford the title compound: MS (ES) m/z 305 (M+1).
Workup
- customThe residue resulting from concentration
- customwas purified by flash chromatography (20-60% EtOAc-hexanes gradient)
Sources & evidence
- ORD record
- ord-962a54a146a14db48b09f43b8fdad9d4
- Source dataset
- uspto-grants-2009_08
- Patent number
- US07572820B2
Reaction notes
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