Continuous Flow Production of Thermally Unstable Intermediates in a Microreactor with Inline IR-Analysis: Controlled Vilsmeier鈥揌aack Formylation of Electron-Rich Arenes
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- 作者：Sebastiaan (Bas) A. M. W. van den Broek ; Jeroen R. Leliveld ; Ren茅 Becker ; Mari毛lle M. E. Delville ; Pieter J. Nieuwland ; Kaspar Koch ; Floris P. J. T. Rutjes
- 刊名：Organic Process Research & Development
- 出版年：2012
- 出版时间：May 18, 2012
- 年：2012
- 卷：16
- 期：5
- 页码：934-938
- 全文大小：274K
- 年卷期：v.16,no.5(May 18, 2012)
- ISSN：1520-586X
文摘
The Vilsmeier鈥揌aack formylation of aromatic compounds is a well-established process in organic synthesis, largely driven by the fact that the resulting aldehydes are generally useful intermediates for the synthesis of fine chemicals and pharmaceutical products. Industrial-scale production, however, is often hampered by laborious procedures requiring the use of hazardous chemicals to produce the highly reactive intermediates. In order to circumvent these issues, a flow chemistry approach was developed. This article describes the design and semiautomated optimization of the Vilsmeier鈥揌aack formylation in continuous flow and subsequent scale-up to preparative volumes in an intrinsically safe manner.