Potassium Carbonate → HCID 18448757, compound

HRID 1269561Notes

Reaction equation

HRID 1269561 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([OH:9])=[C:4]([Cl:10])[CH:3]=1.F[C:12]1[CH:13]=[CH:14][C:15]([N+:22]([O-:24])=[O:23])=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:10][C:4]1[CH:3]=[C:2]([Br:1])[CH:7]=[C:6]([Cl:8])[C:5]=1[O:9][C:12]1[CH:13]=[CH:14][C:15]([N+:22]([O-:24])=[O:23])=[C:16]([C:18]([F:19])([F:21])[F:20])[CH:17]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 185874-Bromo-2,6-dichlorophenolHCID 2230945-Fluoro-2-nitrobenzotrifluoride

Product 1

HCID 18448757HCID 18448757, compoundYield 65.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4-bromo-2,6-dichlorophenol (2.4 g), 5-fluoro-2-nitro-trifluoromethylbenzene (2.0 g), potassium carbonate (2.7 g) in dimethylformamide (30 mL) was heated at reflux for 2 hours. The reaction was cooled to room temperature and concentrated. The residue was partioned between ethyl acetate and hydrochloric acid (2 N), the organic phase concentrated and the residue purified on column (silica gel, ethyl acetate/petrolium ether, 5:95), to give 2.7 g of 3,5-dichloro-4-(4-nitro-3-trifluoromethylphenoxy)bromo-benzene.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. concentrationconcentrated
  4. concentrationthe organic phase concentrated
  5. customthe residue purified on column (silica gel, ethyl acetate/petrolium ether, 5:95)

Sources & evidence

ORD record
ord-f12e6cff741441dea406f64ca6e18f16
Source dataset
uspto-grants-2007_04
Patent number
US07199265B2

Reaction notes

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