Bromine → 2-bromo-1-(4-Methoxy-Phenyl)-3-Methyl-Butan-1-One

HRID 732242Notes

Reaction equation

HRID 732242 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:14])[CH2:10][CH:11]([CH3:13])[CH3:12])=[CH:5][CH:4]=1.[Br:15]Br>C(OC(=O)C)C>[Br:15][CH:10]([CH:11]([CH3:12])[CH3:13])[C:9]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:14]

Participants

4

Reactant 2

HCID 24408BromineHCID 127577691-(4-Methoxyphenyl)-3-methylbutan-1-one

Product 1

HCID 578383622-bromo-1-(4-Methoxy-Phenyl)-3-Methyl-Butan-1-OneYield 96%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

While 56.9 g of 1-(4-methoxy-phenyl)-3-methyl-butan-1-one (3) prepared in Example 1 were added to 200 ml of ethylacetate and stirred, 18.2 ml of bromine were added at room temperature and stirring was continued at the same temperature for 1 hr. After the reaction was completed, the resultant reaction mixture was washed with brine and water, in that order, after which the ethylacetate layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure, thus obtaining 77.0 g (yield: 96.0%) of a title compound as light yellow liquid.

Workup

  1. stirringstirring
  2. customthe resultant reaction mixture
  3. washwas washed with brine and water, in that order
  4. dry with materialafter which the ethylacetate layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-14fbaff9b5c843eab796a9252eabdb5a
Source dataset
uspto-grants-2009_09
Patent number
US07585979B2

Reaction notes

Loading…