Bromine → Methyl 3-(2-bromoacetyl)-4-methylbenzoate
Reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[CH3:14])[C:7]([O:9][CH3:10])=[O:8])(=[O:3])[CH3:2].[Br:15]Br>C(Cl)(Cl)Cl>[Br:15][CH2:2][C:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[CH3:14])[C:7]([O:9][CH3:10])=[O:8])=[O:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Into a 50-mL round-bottom flask, which was purged and maintained with an inert atmosphere of nitrogen, was placed a solution of methyl 3-acetyl-4-methylbenzoate (compound 27.1, 200 mg, 1.04 mmol) in chloroform (4 mL). Bromine (53 μL, 1.04 mmol) was added drop-wise and the solution was stirred for 2 h at room temperature, then concentrated under reduced pressure. Obtained 300 mg (crude) of the title compound as a brown solid.
Workup
- customInto a 50-mL round-bottom flask, which was purged
- temperaturemaintained with an inert atmosphere of nitrogen
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-d2a5defa8d4d4d908f38fa5736c2542c
- Source dataset
- uspto-grants-2016_08
- Patent number
- US09428502B2
Reaction notes
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