Reaction #526847

ord-a30e1d31798c4120aa84837c0e386d2f

Reaction equation

FC(F)(Br)C(F)(Cl)Br
1-chloro-1,2-dibromotrifluoroethane
FC(F)(Cl)C(F)(Cl)Cl
1,1,2-trichlorotrifluoroethane
C=C(Cl)Cl
vinylidene chloride
O=C[O-].O=S(=O)([O-])OOS(=O)(=O)[O-].[NH4+].[NH4+].[Na+]
ammonium persulfate sodium formate
→
O=C(O)CC(F)(Cl)C(F)(F)Br
4-bromo-3-chloro-3,4,4-trifluorobutanoic acid
O=C(O)CC(F)(Cl)C(F)(F)Cl
3,4-dichloro-3,4,4-trifluorobutanoic acid

Reactants

FC(F)(Br)C(F)(Cl)Br
1-chloro-1,2-dibromotrifluoroethane
FC(F)(Cl)C(F)(Cl)Cl
1,1,2-trichlorotrifluoroethane
C=C(Cl)Cl
vinylidene chloride
O=C[O-].O=S(=O)([O-])OOS(=O)(=O)[O-].[NH4+].[NH4+].[Na+]
ammonium persulfate sodium formate

Reagents

None

Solvents

CN(C)C=O
DMF

Conditions

Detailed conditions
See reaction.notes.procedure_details.

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 acid (XI).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05514717uspto-grants-1996_05