Bromine → 3,3-Bisfluoromethyl-1-bromo-butan-2-one

HRID 2198763Notes

Reaction equation

HRID 2198763 reaction equation
[Br:1]Br.[F:3][CH2:4][C:5]([CH2:10][F:11])([CH3:9])[C:6](=[O:8])[CH3:7]>C(Cl)Cl>[F:3][CH2:4][C:5]([CH2:10][F:11])([CH3:9])[C:6](=[O:8])[CH2:7][Br:1]

Participants

4

Reactant 2

HCID 24408BromineHCID 130194334-Fluoro-3-(fluoromethyl)-3-methylbutan-2-one

Product 1

HCID 130194343,3-Bisfluoromethyl-1-bromo-butan-2-oneYield 86%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

903 g of bromine were slowly added dropwise to a mixture of 757.0 g (5.58 mols) of 3,3-bisfluoromethyl-2-butanone and 4.5 liters of methylene chloride at 20° to 30° C., while cooling and stirring. The yellowish solution was subsequently stirred at 20° C. for a further 1 hour. After distilling off the solvent, the residue was distilled in vacuo. 1,030 g (86% of theory) of 3,3-bisfluoromethyl-1-bromo-butan-2-one of boiling point 49°-53° C./0.15 mm Hg were obtained. ##STR73##

Workup

  1. temperaturewhile cooling
  2. stirringThe yellowish solution was subsequently stirred at 20° C. for a further 1 hour
  3. distillationAfter distilling off the solvent
  4. distillationthe residue was distilled in vacuo

Sources & evidence

ORD record
ord-44960a8d5e374ec3876430e8e9cdd9a7
Source dataset
uspto-grants-1982_11
Patent number
US04359470

Reaction notes

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