Acetone → Propofol

HRID 485952Notes

Reaction equation

HRID 485952 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10]C(C)C)([CH3:3])[CH3:2].[CH3:14][C:15]([CH3:17])=O>>[CH:15]([C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([CH:1]([CH3:2])[CH3:3])[C:5]=1[OH:10])([CH3:17])[CH3:14]

Participants

3

Reactant 2

HCID 180AcetoneHCID 13531071Isopropyl 2-isopropylphenyl ether

Product 1

HCID 4943Propofol

Procedure

The following description is representative of the rearrangement of an alkyl phenyl ether. A mixture of 15 g isopropyl (2-isopropylphenyl) ether and 5 g of catalyst (gamma-alumina, silica-modifed alumina, or aluminum phosphate) in a 300 ml stirred autoclave under nitrogen may be heated for 2-6 hours with stirring. After the reaction mixture has cooled to room temperature a solvent such as acetone may be added and the mixture filtered. Solvent may be removed by evaporation, under reduced pressure if desired, and the formed 2,6-diisopropylphenol may be isolated by fractional distillation.

Workup

  1. temperaturemay be heated for 2-6 hours
  2. stirringwith stirring
  3. additionmay be added
  4. filtrationthe mixture filtered
  5. customSolvent may be removed by evaporation, under reduced pressure

Sources & evidence

ORD record
ord-19f85ebeda584283ba3d2ea20bbc13d8
Source dataset
uspto-grants-1985_08
Patent number
US04538008

Reaction notes

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