Preparation of .alpha.-arylalkanoic acids

C - Chemistry – Metallurgy – 07 – C

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C07C 59/66 (2006.01) C07C 43/313 (2006.01) C07C 43/315 (2006.01) C07C 45/00 (2006.01) C07C 45/54 (2006.01) C07C 47/277 (2006.01) C07C 51/00 (2006.01) C07C 69/76 (2006.01) C07D 317/02 (2006.01) C07D 317/06 (2006.01) C07D 317/24 (2006.01) C07F 3/02 (2006.01) C07F 3/06 (2006.01) C07F 13/00 (2006.01)

Patent

CA 1259627

22610 ABSTRACT OF THE DISCLOSURE Pharmaceutically useful optically active .alpha.-arylalkanoic acids or esters, ortho esters, or amides thereof are stereoselectively prepared by contacting an aryl magnesium Grignard reagent with an optically active a-substituted acyl halide to form the optically active aryl .alpha.-substituted alkyl ketone, which is ketalized and rearranged to the desired optically active .alpha.-arylalkanoic acid or the corresponding ester, ortho ester or amide. In an alternate embodiment, the aryl .alpha.-substituted alkyl ketone is reduced to the corresponding alkanol, which is rearranged to the .alpha.-arylalkanal. The alkanal so produced is converted to the desired optically active .alpha.-arylalkanoic acid by conventional methods.

417445

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