Allyl bromide → Allyl 3,5-dimethylphenyl ether

HRID 2230153Notes

Reaction equation

HRID 2230153 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([CH3:8])[CH:7]=1.[CH2:10](Br)[CH:11]=[CH2:12].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:1][C:2]1[CH:3]=[C:4]([O:9][CH2:12][CH:11]=[CH2:10])[CH:5]=[C:6]([CH3:8])[CH:7]=1

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 79483,5-DimethylphenolHCID 11430Potassium Carbonate

Product 1

HCID 257959Allyl 3,5-dimethylphenyl etherYield 100%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

3,5-Dimethylphenol, 12.2 g (100 mmole), 10.8 ml (125 mmole) of allyl bromide, and 16.56 g (120 mmole) of potassium carbonate was dissolved and then refluxed in 50 ml acetone, with stirring, under nitrogen for 18 hours. The reaction was cooled, the insoluble inorganics were filtered off and stripped to give 16.2 g (100%) of subtitled product, which was used without further purification.

Workup

  1. temperatureThe reaction was cooled
  2. filtrationthe insoluble inorganics were filtered off

Sources & evidence

ORD record
ord-36bf54034abf4aa18767c6a5d0ca1912
Source dataset
uspto-grants-2002_07
Patent number
US06423709B1

Reaction notes

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