4-Bromophenacyl bromide → HCID 2980256, compound

HRID 342208Notes

Reaction equation

HRID 342208 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6](=[O:9])[CH2:7]Br)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:18][O:19][C:20]1[CH:21]=[C:22]([OH:26])[CH:23]=[CH:24][CH:25]=1>CC(C)=O>[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6](=[O:9])[CH2:7][O:26][C:22]2[CH:23]=[CH:24][CH:25]=[C:20]([O:19][CH3:18])[CH:21]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 74544-Bromophenacyl bromideHCID 90073-MethoxyphenolHCID 11430Potassium Carbonate

Product 1

HCID 2980256HCID 2980256, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

11.5 g of 4-bromophenacyl bromide are dissolved in 250 ml of acetone and, after the addition of 5.75 g of potassium carbonate and 4.5 ml of 3-methoxyphenol, the reaction mixture is stirred and subsequently filtered. The filtrate is concentrated and the residue is chromatographed over silica gel with ethyl acetate/hexane (5:95 to 10:90). There are obtained 7.3 g of 1-(4-bromo-phenyl)-2-(3-methoxy-phenoxy)-ethanone, MS: m/e 320 (M+, 1 Br).

Workup

  1. filtrationsubsequently filtered
  2. concentrationThe filtrate is concentrated
  3. customthe residue is chromatographed over silica gel with ethyl acetate/hexane (5:95 to 10:90)

Sources & evidence

ORD record
ord-35b53031b6b24be5b7e18113c0719739
Source dataset
uspto-grants-1999_01
Patent number
US05856503

Reaction notes

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