C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
C07C 45/72 (2006.01) C07C 45/62 (2006.01) C07C 45/73 (2006.01) C07C 45/74 (2006.01) C07C 49/255 (2006.01) C07C 49/76 (2006.01)
Patent
CA 2288304
A mixture formed from 2-naphthaldehyde (e.g., 6-methoxy-2-naphtaldehyde) and a dihydrocarbyl ketone having at least one hydrogen atom in the .alpha.-position (e.g., acetone) is heated in the presence of a heterogeneous basic catalyst (e.g., basic alumina) such that the unsaturated 2-naphthyl ketone is formed. The unsaturated ketone can be hydrogenated using, for example, a Pd/C catalyst to form the corresponding saturated ketone. The process enables efficient production of nabumetone and related pharmaceuticals by a clean reaction.
On chauffe un mélange formé de 2-naphtaldéhyde (ex. 6-méthoxy-2-naphtaldéhyde) et d'une dihydrocarbylcétone ayant au moins un atome d'hydrogène en position .alpha. (ex: acétone), en présence d'un catalyseur basique hétérogène (alumine basique) pour former de la 2-naphtylcétone insaturée. On peut hydrogéner la cétone insaturée en utilisant, par exemple, un catalyseur Pd/C pour former la cétone saturée correspondante. Le procédé de l'invention permet la production efficace de nabumétone et de produits pharmaceutiques apparentés, par une réaction propre.
Belmont Stephen E.
Ramachandran Venkataraman
Albemarle Corporation
Macrae & Co.
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