Patent · US Expired

Method of making .alpha.-chloro-.alpha.,.alpha.-difluoro aromatic compounds

US6222078A · kind A · utility

0Cited by
6References
20Claims
0Family size

Assignee

Inventors

Key dates

Filing dateDec 10, 1998
Grant dateApr 24, 2001
Priority date
Expiry dateDec 10, 2018

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C22/08
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

Disclosed is a method of making an .alpha.-chloro-.alpha.,.alpha.-difluoro aromatic compound. An .alpha.,.alpha.,.alpha.-trichloro aromatic compound having the general formula ##STR1## where Y is C or N, R is halogen, R', amino, NHR', NR'.sub.2, OR', OCF.sub.3, or nitro, R' is alkyl from C.sub.1 to C.sub.10, n is 1, 2, or 3, and m is 0 to 5, is reacted with about 0.7 to about 1.4 equivalents of hydrogen fluoride per chlorine to be replaced, in the presence of about 0.001 to about 1.5 wt %, based on wt % of said .alpha.,.alpha.,.alpha.-trichloro aromatic compound, of a catalyst selected from the group consisting of oxides of Ti, Zr, V, Nb, Ta, Mn, Re, Fe, Ru, Os, Al, Ga, In, Ge, Sn, Sb, and Bi, MoO.sub.q X.sub.r, (M).sub.p Mo.sub.s+t O.sub.3s+4t, (M).sub.p VO.sub.3, (M).sub.p VO.sub.5, WO.sub.q X.sub.r, (M).sub.p W.sub.s+t O.sub.3s+4t, and mixtures thereof, where M is a cation, X is amine, phosphine, carboxylate, or ketone, p is the negative of the valence of the anion times the inverse of the valence of M, q is 0 to 3, r is 0 to 6, and s is 0 to 4, and t is 1 to 5. Yields of 80% or more were obtained.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.