HALOGENATED ARENES IN THE DUFF REACTION AT HIGH-PRESSURES .1. THE EFFECT OF REACTION CONDITIONS ON THE REACTIVITY OF FLUOROBENZENE

The reaction of fluorobenzene with urotropine in trifluoroacetic acid (TFAA) at high pressures and temperatures affords predominantly fluoro benzaldehydes and N-(fluorophenylmethyl)trifluoroacetamides . The yiel ds of these products depend considerably on the reaction conditions. T he rates of their formation have the maximum values at the momemt of t he phase transition (PT) of TFAA. A new efficient cyclic (dynamic) reg ime is proposed for the synthesis at high pressures; The regime involv es periodically occurring PT of the solvent. The change in the relativ e rate of product formation with the degree of fluorobenzene conversio n is wave-like.