Process for the preparation of vinyl ethers

C - Chemistry – Metallurgy – 07 – C

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C07C 41/01 (2006.01) C07C 43/178 (2006.01) C07F 7/18 (2006.01)

Patent

CA 2045553

An improved process for the preparation of vinyl ethers by the coupling reaction of an ester of formula (I), with a carbonyl containing compound of formula (II), wherein A and R are passive organic groups and OY is a hydroxyl group or OP where P is a protecting group is described. The ester and the carbonyl containing compound are reacted in an organic solvent with a titanium salt, a metallic reducing agent and an amine base to provide the vinyl ether. The reaction is safe and produces high yields. The vinyl ethers are useful for producing dioxetanes which produce light upon triggering.

Procédé amélioré de préparation d'éthers vinyliques par la réaction de couplage d'un ester de la formule (I) avec un composé contenant du carbonyle de la formule (II), dans lesquelles A et R représentent des groupes organiques passifs, et OY représente un groupe hydroxyle ou OP, P représentant un groupe protecteur. On fait réagir l'ester et le groupe contenant du carbonyle dans un solvant organique avec un sel de titane, un agent de réduction métallique et une base aminée, afin de produire l'éther vinylique. La réaction est sans danger et présente des rendements élevés. Les éthers vinyliques sont utiles pour obtenir des dioxétanes produisant de la lumière lors d'un déclenchement.

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