Bromine → 3,3-Bis-fluoromethyl-1-bromo-1-(4-chlorophenoxy)-butan-2-one

HRID 1649177Notes

Reaction equation

HRID 1649177 reaction equation
[F:1][CH2:2][C:3]([CH2:16][F:17])([CH3:15])[C:4](=[O:14])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1.[Br:18]Br>C(Cl)Cl>[F:1][CH2:2][C:3]([CH2:16][F:17])([CH3:15])[C:4](=[O:14])[CH:5]([Br:18])[O:6][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 130194353,3-Bisfluoromethyl-1-(4-chlorophenoxy)-butan-2-one

Product 1

HCID 130194363,3-Bis-fluoromethyl-1-bromo-1-(4-chlorophenoxy)-butan-2-oneYield 89%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

166 g (0.632 mol) of 3,3-bisfluoromethyl-1-(4-chlorophenoxy)-butan-2-one were dissolved in 500 ml of methylene chloride, and 100 g (0.625 mol) of bromine were added dropwise at 20° to 30° C., while stirring and cooling. The mixture was subsequently stirred at 20° C. for 2 hours. After distilling off the solvent in vacuo, the residue was crystallized from petroleum ether. 190 g (88% of theory) of 3,3-bisfluoromethyl-1-bromo-1-(4-chlorophenoxy)-butan-2-one of melting point 54°-55° C. were obtained. ##STR75##

Workup

  1. temperaturecooling
  2. stirringThe mixture was subsequently stirred at 20° C. for 2 hours
  3. distillationAfter distilling off the solvent in vacuo
  4. customthe residue was crystallized from petroleum ether

Sources & evidence

ORD record
ord-8a83a68a4cd04e5eb6a432f18d4d5cda
Source dataset
uspto-grants-1983_11
Patent number
US04415586

Reaction notes

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