Journal of Fluorine Chemistry p. 283 - 292 (1987)
Update date:2022-08-22
Topics:
Boudakian, Max M.
Products patterns can be altered in reactions of m-nitrobenzotrichloride (VI) with (AHF)x.NH4F complex.Side-chain fluorination predominates under 'mild' conditions.In contrast, 'forcing' conditions effected unexpected in-situ fluorination-reduction to give m-aminobenzotrifluoride (V) in high yield (75percent) and purity (99.6percent).In-situ reduction is probably initiated by a combination of iron from the stainless steel autoclave and trace amounts of moisture.The transformation of (VI) to (V) represents another type of in-situ fluorination-reduction of nitroaromatics, e.g. nitrobenzene (VII) to p-fluoroaniline (VIII). o-Nitrobenzotrichloride (XI) degraded under 'forcing' conditions with (AHF)x.NH4F.
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