Bromine → HCID 59216375, compound

HRID 2245739Notes

Reaction equation

HRID 2245739 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5](=[O:11])[N:6]([CH:8]([F:10])[F:9])[CH:7]=1.[Br:12]Br>C(O)(=O)C>[Br:12][C:4]1[C:5](=[O:11])[N:6]([CH:8]([F:9])[F:10])[CH:7]=[C:2]([Br:1])[CH:3]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 231159945-Bromo-1-(difluoromethyl)-1,2-dihydropyridin-2-one

Product 1

HCID 59216375HCID 59216375, compoundYield 66.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred solution of 5-Bromo-1-difluoromethyl-1H-pyridin-2-one (1 g, 4.46 mmol) in 7 ml acetic acid was added bromine (0.24 ml, 4.46 mmol) drop wise at 0° C. and then the reaction mixture was stirred at rt for 12 hrs. Acetic acid was removed under reduced pressure. To this was added ethylacetate and washed with aq NaHCO3 solution. Organic layer was dried over any sodium sulphate and concentrated under reduced pressure. It was purified by column chromatography using 5% ethyl acetate in hexane to afford 3,5-Dibromo-1-difluoromethyl-1H-pyridin-2-one (900 mg, 66.5%).

Workup

  1. customAcetic acid was removed under reduced pressure
  2. additionTo this was added ethylacetate
  3. washwashed with aq NaHCO3 solution
  4. dry with materialOrganic layer was dried over any sodium sulphate
  5. concentrationconcentrated under reduced pressure
  6. customIt was purified by column chromatography

Sources & evidence

ORD record
ord-43caef76232d47f3b5d48745fa00c35b
Source dataset
uspto-grants-2010_03
Patent number
US07683064B2

Reaction notes

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