272124-01-3 → 260262-38-2

HRID 2221162Notes

Reaction equation

HRID 2221162 reaction equation
Br[C:2]([F:15])([F:14])[C:3](F)([F:12])[O:4][C:5]1[CH:6]=[C:7]([Br:11])[CH:8]=[CH:9][CH:10]=1>[Zn].C(#N)C>[F:12][C:3]([O:4][C:5]1[CH:6]=[C:7]([Br:11])[CH:8]=[CH:9][CH:10]=1)=[C:2]([F:14])[F:15]

Participants

4

Reactant 1

HCID 59710684272124-01-32×

Product 1

HCID 59710681260262-38-2Yield 79.4%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 6342AcetonitrileSolvent

Procedure

Acetonitrile (3.5 L) and zinc (Zn) (0.462 mol) were put in a 2-bulb flask and mixed at 80° C. Then, 3-(2-bromotetrafluoroethoxy)bromobenzene prepared in (1) was slowly dropped for 3 hours. The reaction mixture was refluxed for 10 hours and then evaporated. The unpurified product was extracted with hexane. Hexane remaining in the filtrate was removed using a vacuum evaporator to obtain 3-[(trifluorovinyl)oxy]bromobenzene, which is in liquid state at room temperature (yield: 79.4%).

Workup

  1. additionmixed at 80° C
  2. additionwas slowly dropped for 3 hours
  3. temperatureThe reaction mixture was refluxed for 10 hours
  4. customevaporated
  5. extractionThe unpurified product was extracted with hexane
  6. customHexane remaining in the filtrate was removed
  7. customa vacuum evaporator

Sources & evidence

ORD record
ord-34882266a4d940ba9588ae81cacc61da
Source dataset
uspto-grants-2008_05
Patent number
US07368514B2

Reaction notes

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