Synthesis of 2,4-Difluoroaniline and 1,3-Difluorobenzene from 1,2,4-Trichlorbenzene

Synthesis of 2,4-Difluoroaniline and 1,3-Difluorobenzene from 1,2,4-Trichlorbenzene

Nitration of inexpensive 1,2,4-trichlorobenzene gave 2,4,5-trichloronitrobenzene (90%) which was treated with KF to form 2,4-difluoro-5-chloronitrobenzene (70%). This was selectively hydrogenated over Pd/C to give 2,4-difluoroaniline (80%). Deamination afforded 1,3-difluorobenzene. The sequence avoi...

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Veröffentlicht in:Synthetic communications 1994-02, Vol.24 (4), p.529-532
Hauptverfasser: Mason, James, Milner, David J.
Format: Artikel
Sprache:eng
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Zusammenfassung:Nitration of inexpensive 1,2,4-trichlorobenzene gave 2,4,5-trichloronitrobenzene (90%) which was treated with KF to form 2,4-difluoro-5-chloronitrobenzene (70%). This was selectively hydrogenated over Pd/C to give 2,4-difluoroaniline (80%). Deamination afforded 1,3-difluorobenzene. The sequence avoids the need for costly 1,3-dichlorobenzene.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397919408011503