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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 24, 1994 - Issue 4
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Original Articles

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

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Pages 529-532 | Received 15 Jun 1993, Published online: 04 Jan 2007
 

Abstract

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.

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