Process for synthesizing fluorinated nitrile compounds
AssigneeE. I. Du Pont de Nemours and Company
InventorsMing-Hong Hung, Vinayakam Subramanyam
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Abstract
Syntheses of fluorinated amide and fluorinated nitrile compounds are improved by use of particular media for the reactions. Fluorinated amide can also be synthesized in high yield in a neat reaction.
Claims15
In the process for reacting fluoro-ester of the formula CF.sub.2 .dbd.CF--R.sub.f --COOR, wherein R.sub.f is perfluoroalkyl or perfluoroalkoxy containing 2-20 carbon atoms and R is alkyl having 1-6 carbon atoms, with ammonia or aqueous ammonium hydroxide to form fluoro-amide of the formula CF.sub.2 .dbd.CF--R.sub.f --CONH.sub.2, the improvement comprising carrying out said reaction in the absence of solvent, in oxygen-free solvent, or in solvent containing ether oxygen bonded to perfluoroalkyl.
In the process for reacting fluoro-amide of the formula CF.sub.2 .dbd.CF--R.sub.f --CONH.sub.2, wherein R.sub.f is perfluoroalkyl or perfluoroalkoxy containing 2-20 carbon atoms and R is alkyl having 1-6 carbon atoms, with pyridine and trifluoroacetic anhydride to form fluoro-nitrile of the formula CF.sub.2 .dbd.CF--R.sub.f --CN, the improvement comprising carrying out the reaction in polar solvent having the formula R--(CO)--NR'R", wherein R is H or alkyl having 1-6 carbon atoms, and R' and R" are independently alkyl having 1-6 carbon atoms, to form said fluoro-nitrile.
Dependencies are inferred from the claim text.