- Synthesis of trimethylsilyl carboxylates by HMDS under solvent-free conditions
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A broad set of structurally different carboxylic acids were transformed into their trimethylsilyl esters with HMDS in a practically completely solvent-free process, while a catalytic amount of iodine was required in some cases. The process has several advantages over the known methods: untreated reactants, air atmosphere, mild and neutral conditions, no evolution of hydrogen halide, no need of an additional base, low amount of waste, completely without chromatography, low consumption of energy, and operational simplicity.
- Jereb, Marjan,Lakner, Janja
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p. 5713 - 5723
(2016/08/23)
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- Dealkylation of esters via treatment with N-(trimethylsilyl) diethylamine and methyl iodide
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A method for the conversion of esters to carboxylic acids has been reported. Reaction of methyl o-methoxybenzoate with N-(trimethylsilyl)diethylamine and methyl iodide, followed by hydrolysis, afforded o-methoxybenzoic acid with a 94% yield based on 96% conversion. Methyl esters of not only aromatic acids but also aliphatic acids were converted to the corresponding acids with high yields. A combination of N-(trimethylsilyl)dimethylamine and methyl iodide was also effective to give p-methylbenzoic acid with a 85% yield based on 90% conversion from the corresponding methyl ester.
- Yamamoto, Yasushi,Shimizu, Hideaki,Hamada, Yoshitaka
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p. 119 - 122
(2007/10/03)
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