Safe and Scalable Oxidation of Benzaldoximes - METTLER TOLEDO
On Demand Webinar

Safe and Scalable Oxidation of Benzaldoximes

On Demand Webinar

Understandi and Controll Heat Flow

A thermal analysis of a Oxidation of Benzaldoximes reaction is used to determine the heat flow in the presence of common additives to determine the most effective means of safe scale-up. Of the additives screened, aqueous HCl consistently avoided an induction period and enabled a dose-controlled process to be developed.
Eric Hansen - Pfizer
1 hour
English

Benzohydroximinoyl chlorides are useful precursors to nitrile oxides used in the preparation of various heterocycles via 1,3-dipolar cycloadditions. These intermediates are typically accessed by oxidation of aldoximes using N-chlorosuccinimide. The simple and efficient reaction is highly exothermic and an induction period can be observed. The potential for a sudden and significant heat release makes large scale reactions difficult to control and potentially hazardous.

This presentation describes a thermal analysis of this reaction to determine the heat flow in the presence of common additives to determine the most effective means of safe scale-up. Of the additives screened, aqueous HCl consistently avoided an induction period and enabled a dose-controlled process to be developed.

Guest Presenter – Eric Hansen, Pfizer
Eric received his undergraduate degree in chemistry from Calvin College and PhD from the University of Wisconsin-Madison. In 2006, he joined the process chemistry group at Wyeth before transferring to the Research-API group at Pfizer in 2010.

This was originally presented at the 17th International Process Development Conference in Baltimore, MD.

 

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