Selective aromatic nitration
AssigneeAllied Corporation
InventorsRonald L. Elsenbaumer, Edel Wasserman
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Abstract
A method and reagent for the selective nitration of aromatic hydrocarbons which comprises contacting a complex of at least a catalytic amount of a polyether with a nitronium containing substance, e.g., NO.sub.2 BF.sub.4 with an aromatic hydrocarbon, e.g., toluene with at least one replaceable hydrogen. Nitration of toluene with these complexes at ambient temperature resulted in a reduction in meta substitution. In competitive studies, soluble crown ether complexes of NO.sub.2 BF.sub.4 in CH.sub.2 Cl.sub.2 nitrated toluene 45-59 times faster than they nitrated benzene.
Claims10
A reagent for selective aromatic nitration which comprises a complex of a nitronium containing substance and at least a catalytic amount of a macrocyclic polyether in the presence of a solvent selected from the group consisting of CH.sub.2 Cl.sub.2, CHCl.sub.3, SO.sub.2, CH.sub.3 NO.sub.2, CH.sub.3 CN, (CH.sub.2).sub.4 SO.sub.2, CS.sub.2 and polyhaloalkanes having 1 to 8 carbons.
Dependencies are inferred from the claim text.