Chloroacetone → 1-(2-Chloro-4-fluorophenoxy)-2-propanone

HRID 406583Notes

Reaction equation

HRID 406583 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[OH:9].Cl[CH2:11][C:12](=[O:14])[CH3:13].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.[I-].[K+]>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[O:9][CH2:11][C:12](=[O:14])[CH3:13]

Participants

6

Reactant 3

HCID 6571ChloroacetoneHCID 11430Potassium CarbonateHCID 748142-Chloro-4-fluorophenol

Product 1

HCID 606245511-(2-Chloro-4-fluorophenoxy)-2-propanoneYield 98%

Reagents, catalysts & solvents 2

HCID 4875Potassium IodideCatalystHCID 180AcetoneSolvent

Procedure

A mixture of 2-chloro-4-fluorophenol (3.00 g, 20.4 mmol), chloroacetone (2.12 mL, 26.6 mmol), potassium carbonate (4.24 g, 30.7 mmol) and potassium iodide (0.20 g, catalytic) in acetone (30 mL) was heated at reflux for 4 h, cooled and filtered. The filtrate was concentrated under reduced pressure to provide the title compound as a yellow solid (4.05 g).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 4 h
  3. temperaturecooled
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-cfd9cd5b9b6849aeb293de020759a270
Source dataset
uspto-grants-2014_06
Patent number
US08754115B2

Reaction notes

Loading…