Bromine → HCID 22144719, compound

HRID 1063838Notes

Reaction equation

HRID 1063838 reaction equation
Cl[C:2]1C=C(O)C=C[C:7]=1F.BrBr.[Br:12][C:13]1[CH:18]=[C:17]([F:19])[C:16]([Cl:20])=[CH:15][C:14]=1[OH:21].BrC1C(Cl)=C(F)C=CC=1O>C(=S)=S>[Cl:20][C:16]1[C:15]2[CH:2]=[CH:7][O:21][C:14]=2[C:13]([Br:12])=[CH:18][C:17]=1[F:19]

Participants

6

Reactant 4

HCID 24408BromineHCID 757903-Chloro-4-fluorophenolHCID 19701618HCID 19701618, compoundHCID 22144815HCID 22144815, compound

Product 1

HCID 22144719HCID 22144719, compound

Reagents, catalysts & solvents 1

HCID 6348Carbon DisulfideSolvent

Procedure

A mixture of 5 gm (34.1 mMmol) 3-chloro-4-fluorophenol and 1.76 mL (34.1 mMol) bromine in 20 mL carbon disulfide was stirred at room temperature for 18 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in dichloromethane, washed with water, dried over sodium sulfate and concentrated under reduced pressure to provide a mixture of 2-bromo-4-fluoro-5-chlorophenol and 2-bromo-3-chloro-4-fluorophenol.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. dissolutionthe residue was dissolved in dichloromethane
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customto provide

Sources & evidence

ORD record
ord-334d7109da05490ea583e6efc10f5f4b
Source dataset
uspto-grants-2005_11
Patent number
US06967201B1

Reaction notes

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