Allyl bromide → 4-Cyclohexyl allyloxyphenol

HRID 991578Notes

Reaction equation

HRID 991578 reaction equation
[CH:1]1([C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:14](Br)[CH:15]=[CH2:16].C(=O)([O-])[O-:19].[K+].[K+]>CC(C)=O>[CH:1]1([C:7]2[CH:8]=[CH:9][C:10]([OH:13])=[C:11]([O:19][CH2:14][CH:15]=[CH2:16])[CH:12]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 143274-Cyclohexylphenol

Product 1

HCID 184146354-Cyclohexyl allyloxyphenolYield 94.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 4-cyclohexylphenol (10 g), allyl bromide (13.74 g) and potassium carbonate (9.42 g) in acetone (150 mL) was kept at reflux for 10-12 h. The solution was cooled, filtered and concentrated under reduced pressure to provide 4-cyclohexyl allyloxyphenol (12.4 g). This product was used as such for Step C.

Workup

  1. temperatureat reflux for 10-12 h
  2. temperatureThe solution was cooled
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-9b4675d95fb743ea96381e652fbc95c8
Source dataset
uspto-grants-2002_10
Patent number
US06465497B2

Reaction notes

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