Bromine → 2-Bromo-1-[4-(4-chlorophenoxy)-2-propylphenyl]ethanone

HRID 1172812Notes

Reaction equation

HRID 1172812 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([C:13](=[O:15])[CH3:14])=[C:9]([CH2:16][CH2:17][CH3:18])[CH:8]=2)=[CH:4][CH:3]=1.[Br:21]Br>O1CCOCC1.C(OCC)(=O)C>[Br:21][CH2:14][C:13]([C:10]1[CH:11]=[CH:12][C:7]([O:6][C:5]2[CH:19]=[CH:20][C:2]([Cl:1])=[CH:3][CH:4]=2)=[CH:8][C:9]=1[CH2:16][CH2:17][CH3:18])=[O:15]

Participants

5

Reactant 2

HCID 24408BromineHCID 574201401-[4-(4-Chlorophenoxy)-2-propylphenyl]ethanone

Product 1

HCID 574201412-Bromo-1-[4-(4-chlorophenoxy)-2-propylphenyl]ethanone

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of the product from Step 7 (1.2 g, 4.2 mmol) in dioxane (20 mL) at room temperature was added dropwise bromine (0.25 mL, 5.0 mmol). After 2 h at room temperature, the reaction mixture was diluted with ethyl acetate, washed with an aqueous solution of sodium thiosulfate and dried over magnesium sulfate. Removal of the solvent gave a residue which was purified by chromatography on silica gel to give the title product.

Workup

  1. washwashed with an aqueous solution of sodium thiosulfate
  2. dry with materialdried over magnesium sulfate
  3. customRemoval of the solvent
  4. customgave a residue which
  5. customwas purified by chromatography on silica gel

Sources & evidence

ORD record
ord-4a0aca9f0f9142fd82b0edbabff23fc3
Source dataset
uspto-grants-2010_11
Patent number
US07834036B2

Reaction notes

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