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, C_l4H₁₁O₃N, and its methyl ether, C_l5H₁₃0₃N. 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.