ESTER HYDRAZONES AS POSSIBLE PRECURSORS TO ALKOXYDIAZOALKANES: I. THE SYNTHESIS OF ESTER (<i>p</i>-TOLYLSULFONYL)HYDRAZONES AND THEIR DECOMPOSITION IN PROTIC SOLVENTS TO GIVE MIXED ACETALS
作者:Robert J. Crawford、Rintje Raap
DOI:10.1139/v65-015
日期:1965.1.1
(p-tolylsulfonyl)hydrazone (I) was prepared from the reaction between (p-tolylsulfony1)hydrazide and either methyl benzimidate hydrochloride or methyl orthobenzoate. When the potassium or sodium salt of this hydrazone was deconlposed, ther~nally or photochemically, in the presence of alcohols, benzaldehyde mixed acetals could be isolated in good yields and of high purity. When the decomposition was carried
苯甲酸甲酯(对甲苯磺酰基)腙(I)由(对甲苯磺酰基)酰肼与苯甲亚胺酸甲酯盐酸盐或原苯甲酸甲酯之间的反应制备。当该腙的钾盐或钠盐在醇存在下通过热化学或光化学分解时,可以以良好的收率和高纯度分离苯甲醛混合缩醛。当在哌啶存在下进行分解时,产生了 1-(α-甲氧基苄基)哌啶(11)和α,α-二哌啶基甲苯(111)。反应产物可以通过假设初始形成苯基甲氧基重氮甲烷来解释。