Invention Application
- Patent Title: PREPARATION AND USES OF HYDROCARBYLNITRONES
- Patent Title (中): 烃类的制备和用途
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Application No.: PCT/US1998/016110Application Date: 1998-08-04
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Publication No.: WO99006362A1Publication Date: 1999-02-11
- Main IPC: C07C217/26
- IPC: C07C217/26 ; C07C291/02
Abstract:
Nitrones are produced by reaction of primary amine with aldehyde or ketone, in the presence of a transition metal-containing oxidation catalyst, and a peroxidic compound. The nitrone can then be reacted with a vinylaromatic compound to produce a 2-hydrocarbyl-5-arylisoxazolidine. Both such reactions can be conducted concurrently by including the vinylaromatic compound in the initial reaction mixture. Hydrogenation of the 2-hydrocarbyl-5-arylisoxazolidine, e.g., using hydrogen and a palladium-carbon catalyst, forms an N-hydrocarbyl-3-aryl-3-hydroxypropylamine. Such reactions enable, inter alia, synthesis of the racemic hydrochloride salt of N-methyl-3-phenyl-3-[4-trifluoromethyl]-propylamine, known generically as fluoxetine hydrochloride, a widely used antidepressant.
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