A key reaction in one of the routes to efavirenz, an essential drug used in the treatment of acquired immunodeficiency syndrome (AIDS), is the ortho-lithiation reaction of N-Boc-4-chloroaniline. For the first time, we demonstrate that the reaction may be conducted using n-BuLi and show that the reaction may be performed in a flow reactor with a significantly higher yield (70%) compared to batch (28%) when using n-BuLi for the ortho-metalation reaction at a temperature of −45 °C. In addition, it was shown that tetramethylethylenediamine (TMEDA) did not need to be added to the flow reaction, which simplified the purification procedure.
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| Journal of Flow Chemistry | |
|---|---|
| Language | English |
| Size | A4 |
| Year of Foundation |
2011 |
| Volumes per Year |
1 |
| Issues per Year |
4 |
| Founder | Áramlásos Kémiai Tudományos Társaság |
| Founder's Address |
H-1031 Budapest, Hungary Záhony utca 7. |
| Publisher | Akadémiai Kiadó Springer Nature Switzerland AG |
| Publisher's Address |
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245. CH-6330 Cham, Switzerland Gewerbestrasse 11 |
| Responsible Publisher |
Chief Executive Officer, Akadémiai Kiadó |
| ISSN | 2062-249X (Print) |
| ISSN | 2063-0212 (Online) |
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