Diethyl Ether → 1-Bromo-3,3-dimethyl-4-fluoro-2-butanone

HRID 2198770Notes

Reaction equation

HRID 2198770 reaction equation
[Br:1]Br.[CH3:3][C:4]([CH3:10])([CH2:8][F:9])[C:5](=[O:7])[CH3:6].CCOCC>O>[Br:1][CH2:6][C:5](=[O:7])[C:4]([CH3:10])([CH3:3])[CH2:8][F:9]

Participants

5

Procedure

480 g of bromine were slowly added dropwise to a mixture of 354 g (3 mols) of 3,3-dimethyl-4-fluoro-2-butanone and 2,000 ml of ether at 20° to 30° C., while cooling and stirring. The yellowish solution was subsequently stirred at 20° C. for a further hour and 500 ml of water were then carefully added. The ether phase was separated off, washed several times with water and dried over sodium sulphate. After distilling off the solvent, the residue was distilled under a waterpump vacuum. 472 g (80% of theory) of 1-bromo-3,3-dimethyl-4-fluoro-2-butanone of boiling point 80°-90° C./11 mm Hg were obtained. ##STR81##

Workup

  1. temperaturewhile cooling
  2. stirringThe yellowish solution was subsequently stirred at 20° C. for a further hour
  3. customThe ether phase was separated off
  4. washwashed several times with water
  5. dry with materialdried over sodium sulphate
  6. distillationAfter distilling off the solvent
  7. distillationthe residue was distilled under a waterpump vacuum

Sources & evidence

ORD record
ord-90c1fbefb3894152b8f4c1805705bb4a
Source dataset
uspto-grants-1982_11
Patent number
US04359470

Reaction notes

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