The title compound was readily prepared from MeNHOH·HCl under alkaline conditions with silylating reagents: use of either Me₃SiSiMe₃ as a ‘counterattack reagent’ or Me₃SiCl in a classical procedure. Reaction of aldehydes or ketones with a stoicheiometric amount of the title compound gave the corresponding N-methyl nitrones in good to excellent yields. The reaction intermediates were hemiaminals, which decomposed to nitrones by a bimolecular push–pull mechanism. The title compound was used to protect a carbonyl group in a compound with another functionality, which was subsequently reduced in situ. Acidic work-up regenerated the carbonyl group. This new method of ‘protection–reduction–deprotection’ includes three transformations, which were carried out in one flask.

中文翻译：

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N-甲基-N，O-双（三甲基甲硅烷基）羟胺：制备，性质与应用

易于在碱性条件下用甲硅烷基化试剂从MeNHOH·HCl制备标题化合物：按照常规程序使用Me ₃ SiSiMe ₃作为“反击试剂”或Me ₃ SiCl。醛或酮与化学计量的标题化合物的反应以良好或优异的产率得到了相应的N-甲基硝酮。反应中间体是血红素，通过双分子推挽机制分解为硝酮。标题化合物用于保护化合物中具有另一种官能团的羰基，随后将其原位还原。酸性后处理再生了羰基。这种“保护-还原-去保护”的新方法包括三个转化，它们在一个烧瓶中进行。