The Synthesis of Bromomethyltrifluoroborates through Continuous Flow Chemistry

Toby Broom, Mark Hughes, Bruce G. Szczepankiewicz, Karl Ace, Ben Hagger, Gary Lacking, Ranjit Chima, Graeme Marchbank, Gareth Alford, P. Andrew Evans,

Organic Process Research & Development · 2013 · 27 citations · 16 references

Concepts

Abstract

A continuous flow process was developed for the synthesis of potassium bromomethyltrifluoroborate, a key precursor for Suzuki–Miyaura coupling reagents. The continuous flow process was used to produce potassium bromomethyltrifluoroborate on scales from grams to kilograms, and the successful process utilized a fraction of the resources required for the batch synthesis. In the plant, a team of three people produced approximately 100 kg of potassium bromomethyltrifluoroborate in less than 4 weeks. This process makes it both practical and economical to use potassium bromomethyltrifluoroborate and its derivatives for multikilogram-scale Suzuki–Miyaura couplings.

References

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