31377-00-1Relevant academic research and scientific papers
Oxime ether synthesis method
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Paragraph 0018; 0020, (2019/03/08)
The invention discloses an oxime ether synthesis method. The method comprises the steps as follows: putting ketoxime and organic base in the molar ratio being 1:(1-1.5) into a high-pressure reactor, adding an organic solvent, controlling the reaction temperature at 10-60 DEG C, introducing an alkylation reagent, conducting a reaction for 2-6 h, filtering a reaction solution after the reaction ends, after removing the solvent from filtrate, performing distillation or crystallization to obtain an oxime ether product; the chemical structural formula of oxime ether is shown in formula (I), whereinR1 and R2 independently represent C1-C3 alkyl; R is substituted benzyl or C1-C3 alkyl. An organic phase one-pot method process is adopted to replace a water phase stepped method process, oxime etherhydrolysis side reactions are avoided, the process operation is simplified, the reaction yield is increased, and discharge of wastewater is reduced.
Synthesis, structure and comparative stability of β-hydrazono, oximino methyl ether and imino boronates
Mears, Richard J.,Sailes, Heien E.,Watts, John P.,Whiting, Andrew
, p. 3250 - 3263 (2007/10/03)
β-Hydrazono and oximino ether boronates have been prepared by the sequential lithiation of the corresponding methyl hydrazone or oxirhe methyl ether, followed by reaction with an iodomethylboronate ester, typically in the form of the pinacol ester. The resulting products have contrasting hydrolytic stabilities. β-Hydrazono boronates are highly sensitive to intramolecularly catalysed hydrolysis, providing the corresponding β-keto boronates in generally high yields; β-oximino ether boronates are stable to silica gel chromatography and show evidence of E-Z-isomerisation. Stable homochiral boronate ester derivatives of β-oximino ethers can be readily prepared by a double transesterification process, via a diethanolamine-mediated pinacol ester exchange, followed by diethanolamine ester hydrolysis-reesterification process with a homochiral diol. β-Imino boronates can be generated in situ by condensation of the corresponding β-keto boronate with a primary amine, however the resulting imine function is highly hydrolytically unstable and cannot be isolated in a pure form. The Royal Society of Chemistry 2000.
