Vinylidene chloride → 4-Bromo-3-chloro-3,4,4-trifluorobutanoic acid

HRID 1779346Notes

Reaction equation

HRID 1779346 reaction equation
[Cl:1][C:2]([F:8])(Br)[C:3]([F:6])([F:5])[Br:4].Cl[C:10](F)(Cl)C(F)(F)Cl.C(Cl)(Cl)=C.S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+].[CH:33]([O-:35])=[O:34].[Na+]>CN(C=O)C>[Br:4][C:3]([F:6])([F:5])[C:2]([Cl:1])([F:8])[CH2:10][C:33]([OH:35])=[O:34]

Participants

6

Reactant 4

HCID 6366Vinylidene chlorideHCID 6428Cfc 113HCID 96341,2-Dibromo-1-chloro-1,2,2-trifluoroethaneHCID 86749473Ammonium persulfate sodium formate

Product 1

HCID 109121274-Bromo-3-chloro-3,4,4-trifluorobutanoic acid

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A one pot reaction of 1-chloro-1,2-dibromotrifluoroethane (VI) or 1,1,2-trichlorotrifluoroethane (X) with vinylidene chloride in the presence of ammonium persulfate/sodium formate/air in DMF to give 4-bromo-3-chloro-3,4,4-trifluorobutanoic acid (VIII) or 3,4-dichloro-3,4,4-trifluorobutanoic add (XI).

Sources & evidence

ORD record
ord-f6ed2f4b33bc4883ba29e274af843e1f
Source dataset
uspto-grants-1997_05
Patent number
US05627174

Reaction notes

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