Preparation of 4-substituted but-3-ene-1-carboxylic acids...

C - Chemistry – Metallurgy – 07 – C

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C07C 57/03 (2006.01) C07C 51/12 (2006.01) C07C 57/26 (2006.01) C07C 69/533 (2006.01) C07D 305/12 (2006.01) C07D 309/06 (2006.01)

Patent

CA 1242741

ABSTRACT OF THE DISCLOSURE: The invention relates to a process for the preparation of a 4-substituted but-3-ene-1-carboxylic acid or its esters of the formula (I): Image where R1 is an organic radical, R2 is hydrogen or an organic radical, and R1 and R2 may furthermore be bonded to one another to form a 5-membered to 20-membered ring and should be inert under the reaction conditions des- cribed below, and R3 is hydrogen or lower alkyl, by carbonylation of a derivative of allyl alcohol with the aid of a palladium halide, wherein an allyl alcohol (II): Image (II) is carbonylated with carbon monoxide at 50 - 150°C and under 200 - 700 bar, a) together with an alcohol(III): R3' -OH (III) where R3' is lower alkyl,if a predominant amount of an ester (I) is to be prepared, or b) without any alcohol of formula (III) where an acid(I)is to be prepared; in the presence of an effective amount of a complex of a palladium halide and a tertiary phosphine (IV): Image (IV) where R4, R5 and R6 are each organic radical. This process makes the compounds of formula (I) more readily accessible.

469893

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