Chloroacetone → HCID 20276033, compound

HRID 370461Notes

Reaction equation

HRID 370461 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])([CH3:3])[CH3:2].Cl[CH2:12][C:13](=[O:15])[CH3:14].C(=O)([O-])[O-].[K+].[K+]>[I-].[K+].CC(C)=O>[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][CH2:12][C:13](=[O:15])[CH3:14])([CH3:3])[CH3:2]

Participants

6

Reactant 3

HCID 6571ChloroacetoneHCID 69432-IsopropylphenolHCID 11430Potassium Carbonate

Product 1

HCID 20276033HCID 20276033, compoundYield 112.2%

Reagents, catalysts & solvents 2

HCID 4875Potassium IodideCatalystHCID 180AcetoneSolvent

Procedure

A mixture consisting of 24.0 g of o-isopropylphenol, 17.0 g of chloroacetone, 30 g of potassium carbonate, 1.0 g of potassium iodide and 150 ml of acetone was heated at reflux with stirring for 6 hr. The reaction mixture was concentrated under reduced pressure; the condensate was extracted with ethyl acetate; the ethyl acetate layer was washed consecutively with 5% aqueous solution of sodium hydroxide, water and saturated saline, and thereafter dried with anhydrous sodium sulfate. The solvent was thereafter distilled off under reduced pressure and yielded 38 g of 2-isopropylphenoxyacetone.

Workup

  1. temperaturewas heated
  2. temperatureat reflux
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. extractionthe condensate was extracted with ethyl acetate
  5. washthe ethyl acetate layer was washed consecutively with 5% aqueous solution of sodium hydroxide, water and saturated saline
  6. dry with materialdried with anhydrous sodium sulfate
  7. distillationThe solvent was thereafter distilled off under reduced pressure

Sources & evidence

ORD record
ord-18b6e66b7166443b9d8ca2b94a9e237b
Source dataset
uspto-grants-1985_07
Patent number
US04526893

Reaction notes

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