Potassium Carbonate → 2-Bromo-4-chloro-1-(2,2-difluoroethoxy)benzene

HRID 992480Notes

Reaction equation

HRID 992480 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[OH:9].Br[CH2:11][CH:12]([F:14])[F:13].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[O:9][CH2:11][CH:12]([F:14])[F:13]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 696702-Bromo-4-chlorophenolHCID 1361862-Bromo-1,1-difluoroethane

Product 1

HCID 184127682-Bromo-4-chloro-1-(2,2-difluoroethoxy)benzeneYield 84%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A stirred suspension of 2-bromo-4-chlorophenol (2.07 g, 10 mmol), 2-bromo-1,1-difluoroethane (1.74 g, 12 mmol) and potassium carbonate (1.65 g, 12 mmol) in 2-butanone (10 mL) was heated at reflux temperature for 16 hours. The suspension was allowed to cool and then filtered. The filtrate was concentrated and distilled in vacuo to afford the title compound as a colorless oil (2.28 g, 84%): bp 78-80° C. @ 0.1 torr

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature for 16 hours
  3. temperatureto cool
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated
  6. distillationdistilled in vacuo

Sources & evidence

ORD record
ord-74ec770581a74a7299531124f9c4ac75
Source dataset
uspto-grants-2002_10
Patent number
US06469042B1

Reaction notes

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