Processes for producing .alpha.-halo ketones,...

Details Processes for producing .alpha.-halo ketones,... Processes for producing .alpha.-halo ketones,...

C - Chemistry, Metallurgy

07

C

C07C 49/80 (2006.01) C07C 29/143 (2006.01) C07C 33/46 (2006.01) C07C 45/48 (2006.01) C07C 45/54 (2006.01) C07C 269/06 (2006.01) C07C 271/10 (2006.01) C07C 319/20 (2006.01) C07D 209/48 (2006.01) C07D 301/26 (2006.01) C07D 303/04 (2006.01) C07D 303/36 (2006.01) C07D 303/46 (2006.01) C07C 323/43 (2006.01)

Patent

CA 2186483

Processes for efficiently producing .alpha. -halo ketones, .alpha. -halohydrins and epoxides on an industrial scale. The prosesses include one for producing an .alpha. -halo ketone of general formula (3) by decarboxylating a product of reaction between a carboxilic acid derivative of general formula (1) and a metal enolate prepared from an .alpha. -haloacetic acid of general formula (2) or an acceptable salt thereof, one for producing an by reducing the .alpha. -halo ketone (3), and one for producing an epoxide (13) by treating the .alpha. -halohydrin (11) with a base to effect ring closure. The above prosesses are particularly suitable for producing optically active .alpha. -halo ketones, .alpha. -halohydrins and epoxides from the corresponding .alpha. -amino acid derivatives. R1COA (1) Image (11) (2) Image (13) Image Image 2

Procédés efficaces de production à l'échelle industrielle d'.alpha.-halocétones, d'.alpha.-halohydrines et d'époxydes comportant: un procédé de production d'une .alpha.-halocétone de formule générale (3) par décarboxylation d'un produit de réaction entre un dérivé de l'acide carboxylique de formule générale (1) et un énolate métallique préparé à partir d'un acide .alpha.-haloacétique de formule générale (2) ou d'un de ses sels acceptables; un procédé de production d'une .alpha.-halohydrine (11) par réduction d'une .alpha.-halocétone (3), et un procédé de production d'une époxyde (13) en traitant l'.alpha.-halohydrine (11) par une base pour refermer le cycle. Les susdits procédés sont particulièrement adaptés à la production d'.alpha.-halocétones, d'.alpha.-halohydrines et d'époxydes à activité optique à partir des .alpha.-aminoacides correspondants.

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