Selective hydrodehalogenation method

C - Chemistry – Metallurgy – 07 – B

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C07B 31/00 (2006.01) C07C 51/377 (2006.01) C07C 53/18 (2006.01)

Patent

CA 2354159

The invention concerns a selective hydrodehalogenation method characterised in that it comprises a step which consists in contacting a substrate including a sp?3¿ hybridisation carbon atom bearing an electro-attracting group and at least a fluorine atom, and a halogen atom heavier than fluorine, with a reagent comprising: an aqueous phase, a base, a group VIII metal as hydrogenation catalyst, and hydrogen dissolved in the aqueous phase, at a concentration in equilibrium with a gas phase whereof the partial pressure in hydrogen is not less than 50kPa, advantageously ranging between 50kPa and 2.10?7¿ Pa. The invention is applicable to organic synthesis.

La présente invention a pour objet un procédé h'hydrogénodéshalogénation sélective. Ce procédé se définit en ce qu'il comporte l'étape de mise en contact d'un substrat comportant un atome de carbone d'hybridation sp3 porteur d'un groupe électro-attracteur et d'au moins un atome de fluor, et d'un atome d'halogène plus lourd que le fluor, avec un réactif comportant: une phase aqueuse, une base, un métal du groupe VIII comme catalyseur d'hydrogénation, et de l'hydrogène dissous dans la phase aqueuse, à une concentration en équilibre avec une phase gazeuse dont la pression partielle en hydrogène est au moins égale à 50 kPa, avantageusement comprise entre 50 kPa et 2.107 Pa. Application à la synthése organique.

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