Solid alcohol solvates of tetraalkylammonium fluoride and processes for their preparation

By combining ammonium fluoride with an alcohol solvent and then distilling the mixture, the problems of water and impurities in the synthesis of tetraalkylammonium fluoride solvents in the prior art were solved, resulting in a stable alcohol solvate and improving its application performance in organic synthesis.

CN122161795APending Publication Date: 2026-06-05WR GRACE & CO CONN
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Patent Information

Application Number
CN202480070936.3
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2023-09-11
Filing Date
2024-09-09
Publication Date
2026-06-05

AI Technical Summary

Technical Problem

Existing solvent synthesis methods for tetraalkylammonium fluoride are difficult to avoid the generation of trace amounts of water and impurities, which limits their stability and efficiency in organic synthesis.

Method used

A substantially anhydrous solid alcohol solvent is obtained by combining ammonium fluoride or its hydrate with an alcohol solvent to form a mixture, followed by heating and distillation. Specific methods include treating the mixture at certain pressures and temperatures using a Dean-Stark apparatus.

Benefits of technology

Stable, essentially anhydrous tetraalkylammonium fluoride solvates were obtained, which improved their efficiency and stability in organic synthesis and reduced the requirements for storage conditions.

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Abstract

The present disclosure relates to solid alcohol solvates of a tetra (C1-C6 alkyl) ammonium fluoride and a Cx alcohol (wherein x is 3, 5, 6, 7, 8, 9 or 10). A particularly disclosed example of such solid alcohol solvates is tetra-n-butylammonium fluoride tetra (tert-pentanol). The present disclosure also relates to methods of making such solid alcohol solvates, as well as methods of forming a substantially water-free mixture, where the mixture comprises ammonium fluoride.
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