Method for preparing trimethylsilylcyanation

Abstract

The invention discloses a preparation method of trimethyl silylcyanation (TMSCN), which comprises in organic solvent, using halogenated trimethyl silane and potassium ferrocyanide as raw materials and using silver cyanide-polyethylene-potassium iodide as catalyst to react for 2-12h at 40-200DEG C to prepare trimethyl silylcyanatio, wherein the mol ratio of halogenated trimethyl silane, potassium ferrocyanide, silver cyanide, polyethylene and potassium iodide is 1:0.1-1:0.01-0.1:0.01-0.1:0.01-0.1. The preparation method uses easily accessible potassium ferrocyanide as the resource of cyanide group, to avoid toxic cyanide as sodium cyanide and potassium cyanide or the like, reduce waste acid, dangerous operation and reduce the load on following treatment. The invention is simple, mild and green, which is suitable for preparing trimethyl silylcyanation in large scale.

Description

A kind of preparation method of trimethylsilyl cyanide technical field The invention relates to a preparation method of high-efficiency trimethylsilyl cyanide (TMSCN). Background technique Trimethylsilylcyanide is an important intermediate in organic synthesis and an important chemical raw material, and it is widely used in many reactions, such as the corresponding selective addition reaction with aromatic aldehydes, the asymmetric addition reaction with aldehydes, especially , its nucleophilic addition to the C=O double bond is the main method to generate carbon-carbon bonds and obtain chiral cyanohydrins. As early as 1952, J.J.MCBRIDE, JR. etc. just reported adopting trimethylsilyl halide and silver cyanide to prepare trimethylsilyl cyanide (J.J.MCBRIDE, JR.andH.C.BEACHE, J.Am.Chem. Soc, 1952, 5, 5247-5250.), this work and the similar work after that mostly adopt comparatively expensive silver cyanide as the cyanide source, and react for a long time under the condition ...

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Problems solved by technology

Alkali metal cyanide is selected as the cyanide source. Under special catalytic conditions, trimethylsilyl cyanide can be easily obtained, but there is highly toxic hydrocyanic acid in the process, which is harmful to the environment and is not conducive to operation. The special catalyst It is not suitable for large-scale industrial use, and the cost is relatively high, which does not conform to the principle of economy

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