Alkaloids of the Australian Rutaceae: Acronychia baueri. II. Some Reactions of the Alkaloid Acronycine

Abstract

Acronycine, C20H19O3N, is readily converted to noracroaycine, C19H17O3N, a weak base which contains no methoxyl. Acronycine contains a reactive double bond, shown to be present in a dimethylpyran ring by oxidation to an acid which, on heating, yields α-hydroxyisobutyric acid together with a phenol, Cl4H11O3N, and its methyl ether, Cl5H1303N. The action of alcoholic potash on acronycine results in the formation of two phenols, both of which are readily reconverted to acronycine. The bromination of acronycine has also been studied.