Allyl bromide → Allyl 3,5-dimethylphenyl ether

HRID 993449Notes

Reaction equation

HRID 993449 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-d38b36c616c64d4e919028f9e6abc6cb
Source dataset
uspto-grants-2002_10
Patent number
US06472387B1

Reaction notes

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