A Stevens rearrangement in which the migrating grouping is a-naphthyl, i.e., treatment of or-naphthyltrigroup is or-naphthyl has been observed in high yield.methylammonium iodide (I) with two equivalents of sodium amide in liquid ammonia under reflux, yields quantitatively THE recent communication1 of a Stevens rearrangement with a mixture of 76% a-naphthylmethyldimethylamine (11), aryl migration prompts us to report our findings in this area. 23% naphthalene, and 1% or less of the dealkylation Aryl migration occurs in high yield when the migrating aryl product, NN-dimethyl-a-naphthylamine (111).
Bei der Behandlung von α‐Naphthyltrimethylammoniumjodid (I) mit zwei Äquivalenten Natriumamid in flüssigem Ammoniak unter Rückfluß entsteht quantitativ ein Gemisch aus 76% α‐Naphthyl‐(methyldimethylamin) (II), 23% Naphthalin und weniger als 1% des Entalkylierungsproduktes (IV).
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