Continuous synthesis of organomagnesium compounds

Грачев, А. А.; Klochkov, A. O.; Shiryaev, V. I.

doi:10.1134/s1070427212040167

Cited by 7 publications

(12 citation statements)

References 11 publications

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“…In 2012, a continuous preparation of Grignard reagents was performed using a heated column with a multi-bladed stirrer filled with granulated magnesium ( Scheme 100 ) [ 377 ]. The halide was fed from the bottom as a mixture in ether (diethyl ether or THF) and toluene.…”

Section: Reviewmentioning

confidence: 99%

A comprehensive review of flow chemistry techniques tailored to the flavours and fragrances industries

Gambacorta¹,

Sharley²,

Baxendale³

2021

Beilstein J. Org. Chem.

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Due to their intrinsic physical properties, which includes being able to perform as volatile liquids at room and biological temperatures, fragrance ingredients/intermediates make ideal candidates for continuous-flow manufacturing. This review highlights the potential crossover between a multibillion dollar industry and the flourishing sub-field of flow chemistry evolving within the discipline of organic synthesis. This is illustrated through selected examples of industrially important transformations specific to the fragrances and flavours industry and by highlighting the advantages of conducting these transformations by using a flow approach. This review is designed to be a compendium of techniques and apparatus already published in the chemical and engineering literature which would constitute a known solution or inspiration for commonly encountered procedures in the manufacture of fragrance and flavour chemicals.

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Section: Reviewmentioning

confidence: 99%

A comprehensive review of flow chemistry techniques tailored to the flavours and fragrances industries

Gambacorta¹,

Sharley²,

Baxendale³

2021

Beilstein J. Org. Chem.

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“…Other processes are based on the use of thermostated columns containing some rotating blades where granulated magnesium (diam. 1–3 mm) was inserted from the top and the halide pumped from the bottom . The final Grignard reagent was collected from the top in a collecting vessel.…”

Section: Magnesium Derivativesmentioning

confidence: 99%

“…1-3 mm) was inserted from the top and the halide pumped from the bottom. [59,60] The final Grignard reagent was collected from the top in a collecting vessel. However, this reactor was used only for the production of alkyl Grignard derivatives.…”

Section: Metal Insertionmentioning

confidence: 99%

Synthesis of Organometallic Compounds in Flow

Zhao

Micouin

Piccardi

2019

Helvetica Chimica Acta

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“…Few examples describe the production of organomagnesium species under flow conditions [36][37][38][39], and only three use a practical system with a broad range of substrates [40][41][42]. The Alcázar group reported the generation and subsequent use of Grignard reagents [40].…”

Section: Introductionmentioning

confidence: 99%

Disposable cartridge concept for the on-demand synthesis of turbo Grignards, Knochel–Hauser amides, and magnesium alkoxides

Berton

Sheehan

Adamo

et al. 2020

Beilstein J. Org. Chem.

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Magnesium organometallic reagents occupy a central position in organic synthesis. The freshness of these compounds is the key for achieving a high conversion and reproducible results. Common methods for the synthesis of Grignard reagents from metallic magnesium present safety issues and exhibit a batch-to-batch variability. Tubular reactors of solid reagents combined with solution-phase reagents enable the continuous-flow preparation of organomagnesium reagents. The use of stratified packed-bed columns of magnesium metal and lithium chloride for the synthesis of highly concentrated turbo Grignards is reported. A low-cost pod-style synthesizer prototype, which incorporates single-use prepacked perfluorinated cartridges and bags of reagents for the automated on-demand lab-scale synthesis of carbon, nitrogen, and oxygen turbo magnesium bases is presented. This concept will provide access to fresh organomagnesium reagents on a discovery scale and will do so independent from the operator’s experience in flow and/or organometallic chemistry.

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Continuous synthesis of organomagnesium compounds

Cited by 7 publications

References 11 publications

A comprehensive review of flow chemistry techniques tailored to the flavours and fragrances industries

A comprehensive review of flow chemistry techniques tailored to the flavours and fragrances industries

Synthesis of Organometallic Compounds in Flow

Disposable cartridge concept for the on-demand synthesis of turbo Grignards, Knochel–Hauser amides, and magnesium alkoxides

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