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A new process that efficiently produces phosgene, the Vilsmeier reagent and the desired products in one flow is poised to make the industry greener and safer.A unique flow UV reactor is the key to producing the Vilsmeier reagent’s toxic precursor on demand and from relatively stable and safe reactants. The scalable flow system lets the reagent react directly with any desired substrate to produce a wide range of useful chemicals. ©TSUDA Akihiko (CC BY)For the production of many active pharmaceutical ingredients, a chemical called Vilsmeier reagent is necessary, but it is extremely unstable. That's why it is produced on-site and on-demand wherever possible. In addition, the currently used methods for producing the reagent either use phosgene, which is itself an unstable and highly toxic chemical, or if phosgene is avoided result in toxic or difficult-to-remove by-products.Kobe University chemist TSUDA Akihiko specializes on on-demand systems and using a unique UV-radiation approach, his group previously achieved the production of both phosgene and the Vilsmeier reagent from relatively safe and stable starting chemicals directly in the same vessel as their intended reaction substrates. This means they could achieve the whole reaction as if phosgene or the Vilsmeier reagent were never there. And while their technique was at first limited by being a batch process and thus being not easily scalable, they recently developed a completely novel flow system for the production of phosgene, creating an opportunity for the scalable on-demand production of other chemicals requiring phosgene. Tsuda explains: “Our group discovered for the first time that chloroform, a common organic solvent, underwent photochemical oxidation to form phosgene with high efficiency when irradiated with ultraviolet light. Our ‘photo-on-demand organic synthesis method’ based on this chemical reaction is a big step for phosgene-based organic synthesis.”In a study now published in the journal Organic Process Research & Development, the group adapted their unique process to create a flow system that produces the Vilsmeier reagent on demand from phosgene for direct reaction with any desired substrate. The phosgene was itself produced in the same on-demand flow system from chloroform, a relatively safe and stable starting compound, thus creating a scalable, safe and efficient reaction system to produce a wide range of useful chemicals.“This reaction system consumes less energy, produces less waste, and enables versatile as well as scalable chemical synthesis. These features contribute positively to the life cycle assessment of the products, which is especially important in the industry,” comments Tsuda on the significance of this development. Thus, this process is a huge step into the direction of a safer and greener production of pharmaceutical chemicals. In addition, it also enables a more local production of these key chemicals, reducing dependence on production abroad.Tsuda and his group adapted their unique process to create a novel flow system. “This reaction system consumes less energy, produces less waste, and enables versatile as well as scalable chemical synthesis. These features contribute positively to the life cycle assessment of the products, which is especially important in the industry,” comments Tsuda on the significance of this development. © TSUDA Akihiko (CC BY)AcknowledgementsThis research was supported by the Adaptable and Seamless Technology Transfer Program through Target-driven R&D (ASTEP), Seeds development type from Japan Science and Technology Agency (JST).Original publicationY. Liu et al.: Flow Photo-on-Demand Synthesis of Vilsmeier Reagent and Acyl Chlorides from Chloroform and its Applications to Continuous Flow Synthesis of Carbonyl Compounds. Organic Process Research & Development (2023). DOI: 10.1021/acs.oprd.3c00267Release on EurekAlert!Keeping Vilsmeier reagent in the flowResearchersTsuda AkihikoAssociate ProfessorGraduate School of ScienceSDGs)">)">)">Graduate School of ScienceSHAREMore from these researchersPress releases2024.01.11ChemistryDry-cleaning fluid becomes a synthetic chemist's treasurePress releases2023.08.08ChemistrySuccessful polycarbonate synthesis using the photo-on-demand interfacial polymerization methodPress releases2023.07.21ChemistryNew method for polyurethane synthesis using fluorine compound developed jointly by Kobe University and AGC Inc.Press releases2023.02.01ChemistryKobe University and AGC successfully convert dry cleaning solvent into useful chemical compoundsMore about these topicsPress releases2022.11.22ChemistryKey to Chemical Industries’ Sustainable Future?Press releases2022.10.28ChemistrySafe, sustainable photo-on-demand synthesis of polypeptide precursorsPress releases2022.09.22ChemistryDeveloping fluoroalkyl carbonates to make pharmaceutical and chemical industries cleaner and saferPress releases2022.06.10ChemistryNew eco-friendly synthesis method uses alumina as a recyclable catalystページの先頭へ1-1, Rokkodai-cho, Nada-ku, Kobe, 657-8501, JAPANProspective studentsCurrent studentsAlumsCorporate and societyFaculty and staffContactAccessJobsOfficial social media accountsCampus calendarPrivacy policySite policySite map© Kobe University