Cl[C:2]1[CH:3]=[C:4]([C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:6][C:7]=1F.[OH:13][C:14]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][C:15]=1[C:16]([OH:18])=[O:17].C(=O)([O-])[O-].[K+].[K+].[ClH:30]>CS(C)=O.C(Cl)Cl>[Cl:30][C:5]1[CH:6]=[C:7]([O:23][C:20]2[CH:19]=[C:15]([C:16]([OH:18])=[O:17])[C:14]([OH:13])=[CH:22][CH:21]=2)[CH:2]=[CH:3][C:4]=1[C:9]([F:12])([F:11])[F:10]
A mixture of 3-chloro-4-fluoro-α,α,α-trifluorotoluene (103 g, 0.52 mol), 2,5-dihydroxybenzoic acid (80 g, 0.52 mol) and potassium carbonate (180 g, 1.3 mol) in dimethyl sulfoxide is heated to and held at 130° C. for about 30 hours, cooled to room temperature and poured into ice-water. The aqueous mixture is acidified to pH 2 with concentrated hydrochloric acid and decanted to obtain an oil. The oil is dissolved in methylene chloride, washed with water and concentrated in vacuo to form a brown oil which is crystallized from ether to give the title product as a tan solid (158 g, 91.3%, mp 135° C.).
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