Process development and manufacture of potassium 2-fluoro-6-hydroxyphenyltrifluoroborate. Issue 32 (9th August 2019)

• Record Type: Journal Article
• Authors: Pawar, Lokesh; Jayaramaiah, Ramesh; Krishnan, Baburaj; Arunachalampillai, Athimoolam; Chen, Ying; Parsons, Andrew T.; Robinson, Jo Anna; Tedrow, Jason S.
• Is Part Of: Tetrahedron. Volume 75:Issue 32(2019)
• Page Start: 4266
• Page End: 4270
• Publication Date: 2019-08-09
• Subjects: Trifluoroborate -- Boronic acid -- Boron -- Suzuki coupling; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2019.05.063
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: The development of a phase-appropriate manufacturing-scale synthesis of potassium 2-fluoro-6-hydroxyphenyltrifluoroborate was achieved. Investigations into improving the yield and robustness indicated that pH of the reaction medium is a critical process parameter. Additional development resulted in replacing tartaric acid with citric acid, resulting in improved process robustness and enabling scale-up to >10 kg. Graphical abstract: Image 1