Quinoline → Quinoline

HRID 1599180Notes

Reaction equation

HRID 1599180 reaction equation
FC1C(F)=C(F)C(F)=C(C=1)C(Cl)=O.[F:14][C:15]1[C:16]([F:29])=[C:17]([F:28])[C:18]([F:27])=[C:19]([C:24]([OH:26])=[O:25])[C:20]=1C(O)=O.[N:30]1[C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[CH:33]=[CH:32][CH:31]=1>>[N:30]1[C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[CH:33]=[CH:32][CH:31]=1.[F:14][C:15]1[C:16]([F:29])=[C:17]([F:28])[C:18]([F:27])=[C:19]([CH:20]=1)[C:24]([OH:26])=[O:25]

Participants

5

Reactant 3

HCID 7047QuinolineHCID 695443,4,5,6-Tetrafluorophthalic acidHCID 27336892,3,4,5-Tetrafluorobenzoyl chloride

Product 2

HCID 7047QuinolineHCID 2975492,3,4,5-Tetrafluorobenzoic acid

Procedure

DE-A 38 10 093 describes the preparation of tetrafluorobenzoyl chloride by decarboxylation of tetrafluorophthalic acid which is dissolved in an excess of quinoline. After the reaction is completed, a quinoline salt of tetrafluorobenzoic acid is obtained, which is then suspended in thionyl chloride and reacted with heating. The 2,3,4,5-tetrafluorobenzoyl chloride is then obtained by fractional distillation (cf. also Example 4).

Sources & evidence

ORD record
ord-559eaf467f724326b7ffa3bc195ff9b3
Source dataset
uspto-grants-1998_04
Patent number
US05739388

Reaction notes

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