Bromine → HCID 22641053, compound
Reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:11])[CH3:10])=[CH:5][C:4]=1[F:12])[CH3:2].[Br:13]Br>O1CCOCC1>[Br:13][CH2:10][C:9]([C:6]1[CH:7]=[CH:8][C:3]([CH2:1][CH3:2])=[C:4]([F:12])[CH:5]=1)=[O:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of 1-(4-ethyl-3-fluoro-phenyl)-ethanone (166 mg, 1 mmol) in 1,4-dioxane (5 mL), bromine was added dropwise at room temperature. After the addition, the solvent was removed and the residue was chromatographed (dichloromethane/hexanes) to give a solid. 77 mg, 31%. 1H NMR(CDCl3, 300MHz), σ 1.22 (t, 3H), 2.73 (q, 2H), 4.40 (s, 2H), 7.735 (t, 1H), 7.56-7.75 (dd, 2H).
Workup
- additionAfter the addition
- customthe solvent was removed
- customthe residue was chromatographed (dichloromethane/hexanes)
- customto give a solid
Sources & evidence
- ORD record
- ord-cdf82f2dc5b24d0cb607fab3de5bdfcd
- Source dataset
- uspto-grants-2004_11
- Patent number
- US06818663B2
Reaction notes
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