A Scalable Zinc Activation Procedure Using DIBAL-H in a Reformatsky Reaction

The highly exothermic nature of Reformatsky reagent formation and the reported unpredictability of the induction time for its formation pose challenging problems for scaling up Reformatsky reactions. A zinc-activation procedure using DIBAL-H was developed and investigated using reaction calorimetry...

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Veröffentlicht in:Organic process research & development 2009-11, Vol.13 (6), p.1094-1099
Hauptverfasser: Girgis, Michael J, Liang, Jessica K, Du, Zhengming, Slade, Joel, Prasad, Kapa
Format: Artikel
Sprache:eng
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Zusammenfassung:The highly exothermic nature of Reformatsky reagent formation and the reported unpredictability of the induction time for its formation pose challenging problems for scaling up Reformatsky reactions. A zinc-activation procedure using DIBAL-H was developed and investigated using reaction calorimetry along with subsequent parts of the process. This procedure was shown to have important advantages for scale-up relative to previous zinc activation methods, including an immediate start of Reformatsky reagent formation with addition-controlled reaction. Calorimetric analysis was especially useful in specifying quickly a suitable temperature for Reformatsky reagent formation. The process was scaled up successfully.
ISSN:1083-6160
1520-586X
DOI:10.1021/op900192m