M-Cresol → 3-Methyl-allyloxybenzene

HRID 2230150Notes

Reaction equation

HRID 2230150 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 mmol), 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-68c78ba6e5644c64826bc89283e3eff0
Source dataset
uspto-grants-2002_07
Patent number
US06423709B1

Reaction notes

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