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tert-Butoxychloromethylphenylsilane: synthesis and reactivity
Russian Chemical Bulletin ( IF 1.7 ) Pub Date : 2020-12-01 , DOI: 10.1007/s11172-020-3033-y
A. S. Soldatenko , N. F. Lazareva

The reaction of dichloromethylphenylsilane with tert-butanol in the presence of a hydrogen chloride acceptor gave tert-butoxychloromethylphenylsilane. The product is stable at room temperature for a week, undergoing disproportionation upon more prolonged storage. Its reaction with 2-substituted ethanols XCH2CH2OH (X = Cl, MeNH, PhCH2N, PhN) in the presence of bases gives the corresponding polyfunctional silanes MePhSi(OBut)(OCH2CH2X). Alkylation of such N-substituted derivatives with (chloromethyl)triethoxysilane results in polyfunctional α-silyl amines MePhSi(OBut)OCH2CH2N(R)CH2Si(OEt)3 (R = Me, Bn). The structures of all synthesized compounds were confirmed by IR and multinuclear NMR spectroscopy.

中文翻译:

叔丁氧基氯甲基苯基硅烷:合成和反应性

二氯甲基苯基硅烷与叔丁醇在氯化氢受体存在下反应得到叔丁氧基氯甲基苯基硅烷。该产品在室温下可稳定一周,长期储存会发生歧化。在碱存在下,它与 2-取代的乙醇 XCH2CH2OH (X = Cl, MeNH, PhCH2N, PhN) 反应得到相应的多官能硅烷 MePhSi(OBut)(OCH2CH2X)。这种 N-取代衍生物与(氯甲基)三乙氧基硅烷的烷基化产生多官能 α-甲硅烷基胺 MePhSi(OBut)OCH2CH2N(R)CH2Si(OEt)3 (R = Me, Bn)。所有合成化合物的结构均通过 IR 和多核 NMR 光谱证实。
更新日期:2020-12-01
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