Selective Photochemical Continuous Flow Benzylic Monochlorination

• Robbie Radjagobalou^a
• Miguel Imbratta^b
• Julie Bergraser^b
• Marion Gaudeau^b
• Gildas Lyvinec^b
• Dominique Delbrayelle^b
• Olivier Jentzer^b
• Jérémy Roudin^a
• Benjamin Laroche^a
• Stéphanie Ognier^a
• Michael Tatoulian^a
• Janine Cossy^a
• Pierre-Georges Echeverria^b

• ^aParis FLOW Tech − PSL, ENSCP, 11 rue Pierre et Marie Curie, Paris 75005, France
• ^bMinakem Recherche, 145 Chemin des Lilas, Beuvry-La-Forêt 59310, France

A selective photochemical monochlorination of 2-fluorotoluene has been developed by a continuous flow process using two different flow reactors, one for the tuning of the conditions and the second one for the scale-up. The key reaction parameters were optimized using one-factor-at-a-time and design of experiment methods, with the goal of minimizing the formation of the dichlorinated by-product. This transformation has been performed on a multi decagram scale.

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