A Rapid Total Synthesis of Ciprofloxacin Hydrochloride in Continuous Flow. (20th June 2017)

• Record Type: Journal Article
• Authors: Lin, Hongkun; Dai, Chunhui; Jamison, Timothy F.; Jensen, Klavs F.
• Is Part Of: Angewandte Chemie. Volume 129:Number 30(2017)
• Page Start: 8996
• Page End: 8999
• Publication Date: 2017-06-20
• Subjects: Aromatische Substitutionen -- Ciprofloxacin -- Durchflussreaktoren -- Mehrkomponentenreaktionen -- Mehrstufige Synthesen; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201703812
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: Within a total residence time of 9 min, the sodium salt of ciprofloxacin was prepared from simple building blocks via a linear sequence of six chemical reactions in five flow reactors. Sequential offline acidifications and filtrations afforded ciprofloxacin and ciprofloxacin hydrochloride. The overall yield of the eight‐step sequence was 60 %. No separation of intermediates was required throughout the synthesis when a single acylation reaction was applied to remove the main byproduct, dimethylamine.