Trimethylsilyl trifluoromethanesulfonate preparation method

Abstract

The invention provides a trimethylsilyl trifluoromethanesulfonate preparation method. A reaction route is shown as CF3SO2X+(CH3)3SiOH->CF3SO2OSI(CH3)3+XH, wherein X=OCH3,OC2H5. The preparation methodincludes the production steps: adding methyl trifluoromethanesulfonate or ethyl trifluoromethanesulfonate in a mole ratio of 1:(1.2-4) into trimethyl silanol, adding a small quantity of a catalyst, performing stirring reaction for 1-10 hours at the reaction temperature ranging from -20 DEG C to 100 DEG C in a dry environment, evaporating out newly generated methanol or ethanol during reaction, rectifying a final product, and collecting a fraction at 135-145 DEG C to obtain a product. By adoption of the method, purity reaches 99.5% or above, the raw material trimethyl silanol can be recycled, the newly generated byproduct methanol or ethanol can be used, and environmental friendliness and suitableness for large-scale production are realized.

Description

technical field [0001] The invention relates to a preparation method of trimethylsilyl trifluoromethanesulfonate. Background technique [0002] Trimethylsilyl trifluoromethanesulfonate was first synthesized by Schmeisser et al. in 1970. Due to its strong reactivity, it has become a silylation reagent widely used in organic synthesis. Trimethylsilyl trifluoromethanesulfonate is a very effective methyl silylating reagent in organic synthesis, used for the conversion and protection of functional groups (alcohols, thiols, carboxylic acids, carbonyl compounds and nitro compound protection groups) , used as a catalyst for Lewis acid, a removing agent for protecting groups, and an initiator for cationic polymerization; at the same time, trimethylsilyl trifluoromethanesulfonate is a pharmaceutical intermediate, a pesticide intermediate and a structural unit of organic synthesis. [0003] 1. Reaction of trifluoromethanesulfonic acid with tetramethylsilane. But tetramethylsilane oft...

AI Technical Summary

Problems solved by technology

But tetramethylsilane often has a large amount of impurities such as dimethylbutane, dimethylchlorosilane, and methyldichlorosilane in the preparation process, and these impurities react with trifluoromethanesulfonic acid to generate byproducts, wherein the byproducts The boiling point of trimethylsilyl trichloromethanesulfonate is very close to that of the product trimethylsilyl trifluoromethanesulfonate, so it is difficult to separate by rectification, resulting in low product content and inconvenient storage and transportation

[0004] 2. Trifluoromethanesulfonic acid reacts with trimethylchlorosilane. The raw material trifluoromethanesulfonic acid and the hydrogen chloride produced by the reaction have strong acidity, which is easy to corrode equipment and pollute the environment. At the same time, trimethylchlorosilane also contains dimethylchlorosilane Impurities affect product quality, and the production cost is high