M-Cresol → 3-Methyl-allyloxybenzene

HRID 618512Notes

Reaction equation

HRID 618512 reaction equation
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:8].[CH2:9](Br)[CH:10]=[CH2:11].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:8][C:2]1[CH:1]=[C:6]([O:7][CH2:11][CH:10]=[CH2:9])[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 342M-CresolHCID 7841Allyl bromideHCID 11430Potassium Carbonate

Product 1

HCID 2412733-Methyl-allyloxybenzeneYield 95%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

m-Cresol 10.4 ml (100 mmole), 10.8 ml (125 mmole) allyl bromide, and 16.56 g (120 mmole) of potassium carbonate were stirred in 50 ml of acetone and refluxed, with stirring, under nitrogen, for 18 hours. The reaction was cooled, the insoluble inorganics were filtered off and the filtrate was stripped to give 14.0 g (95%) of subtitled product, which was used without further purification.

Workup

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

Sources & evidence

ORD record
ord-30e3aca6e55f4ee289b3176d4962a7d8
Source dataset
uspto-grants-1999_09
Patent number
US05952360

Reaction notes

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