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

HRID 2276013Notes

Reaction equation

HRID 2276013 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-2a27f1765b1c4b59a74f0293946ab55b
Source dataset
uspto-grants-2015_09
Patent number
US09131693B2

Reaction notes

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