Bromine → Methyl 3-(2-bromoacetyl)-4-methylbenzoate

HRID 1487875Notes

Reaction equation

HRID 1487875 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

HCID 24408BromineHCID 83383593Methyl 3-acetyl-4-Methylbenzoate2×

Product 1

HCID 90021973Methyl 3-(2-bromoacetyl)-4-methylbenzoate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

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

  1. customInto a 50-mL round-bottom flask, which was purged
  2. temperaturemaintained with an inert atmosphere of nitrogen
  3. 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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