Sodium Chloride → 2-Bromo-1-(2,4-difluorophenyl)-2-methyl-1-propanone
Reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9](=[O:13])[CH:10]([CH3:12])[CH3:11].[Br:14]Br.[Cl-].[Na+].S([O-])([O-])(=O)=S.[Na+].[Na+]>C(Cl)Cl>[Br:14][C:10]([CH3:11])([CH3:12])[C:9]([C:3]1[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=1[F:1])=[O:13]Participants
Procedure
In 260 ml of methylene chloride was dissolved 145.5 g (0.79 mol) of 1-(2,4-difluorophenyl)-2-methylpropan-1-one, and 134.2 g (0.84 mol) of bromine was slowly added dropwise thereto at 20° C. or lower. The mixture was warmed to room temperature and stirred for 1 hour. A saturated sodium chloride aqueous solution and a saturated sodium thiosulfate aqueous solution were added to the reaction mixture. The organic layer was separated, washed successively with a saturated sodium chloride aqueous solution, a saturated sodium hydrogencarbonate aqueous solution, and a saturated sodium chloride aqueous solution, and dried. The solvent was removed by distillation under reduced pressure to obtain 205.7 g (99%) of 2-bromo-1-(2,4-difluorophenyl)-2-methylpropan-1-one as a pale yellow oily substance.
Workup
- additionwas slowly added dropwise
- customat 20° C.
- customThe organic layer was separated
- washwashed successively with a saturated sodium chloride aqueous solution
- dry with materiala saturated sodium hydrogencarbonate aqueous solution, and a saturated sodium chloride aqueous solution, and dried
- customThe solvent was removed by distillation under reduced pressure
Sources & evidence
- ORD record
- ord-f3fccf5b7c5c4d789dca03ce7668c799
- Source dataset
- uspto-grants-1994_05
- Patent number
- US05312815
Reaction notes
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