Halogenated arenes in the Duff reaction at high pressures 1. The effect of reaction conditions on the reactivity of fluorobenzene

Article abstract of DOI:10.1007/BF00702142

The reaction of fluorobenzene with urotropine in trifluoroacetic acid (TFAA) at high pressures and temperatures affords predominantly fluorobenzaldehydes and N-(fluorophenylmethyl)trifluoroacetamides.The yields of these products depend considerably on the reaction conditions.The rates of their formation have the maximum values at the moment of the phase transition (PT) of TFAA.A new efficient cyclic (dynamic) regime is proposed for the synthesis at high pressure.The regime involves periodically occuring PT of the solvent.The change in the relative rate of product formation with the degree og fluorobenzene conversion is wave-like. - Key words: high pressure; transition; cyclic regime; relative rate; Duff reaction; fluorobenzene; fluorobenzaldehydes; N-(fluorophenylmethyl)trifluoroacetamides.