Method for producing alkoxylated 2,5-dihydrofuran but-2-ene...

C - Chemistry – Metallurgy – 07 – D

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C07D 307/32 (2006.01) C07C 41/50 (2006.01) C07D 307/88 (2006.01) C07D 307/89 (2006.01) C25B 3/02 (2006.01)

Patent

CA 2602077

The invention relates to a method for producing 2,5-dihydrofuran derivatives that are substituted in position 3 or 4, which carry a respective C1 to C6 alkoxy group (DHF alkoxy derivates I) in position 2 or position 5, or in both positions, or for producing 1,1,4,4-tetraalkoxy but-2-ene derivatives that are substituted in position 3 or 4, from 2-butene-1,4-diol derivatives of general formula (I), in which the groups R1 and R2 independently of one another represent hydrogen, C1 to C6 alkyl, C6 to C12 aryl or C5 to C12 cycloalkene or R1 and R2 together with the double bond, to which they are linked, form a C6 to C12 aryl group or a mono- or polyunsaturated C5 to C12 cycloalkyl group, or from a mixture of said 2-butene-1,4-diol derivatives and 2,5-dihydrofuran derivatives that are substituted in position 3 or 4 and carry a C1 to C6 alkoxy group in position 2 or 5, by electrochemical oxidation in the presence of a C1 to C6 monoalkyl alcohol.

L'invention concerne un procédé pour produire des dérivés de 2,5-dihydro-furane substitués en position 3 ou 4, dotés chacun en position 2 ou 5 ou sur les deux positions d'un groupe alcoxy C1- à C6 (dérivés alcoxy DHF I), ou bien des dérivés de 1,1,4,4-tétraalcoxy-but-2-ène substitués en position 3 ou 4, à partir de dérivés 2-butène-1,4-diol de formule (I), dans laquelle les restes R1 et R2 signifient indépendamment l'un de l'autre hydrogène, alkyle C1 à C6, aryle C6 à C12 ou cycloalkylène C5 à C12, ou bien R1 et R2 forment ensemble, avec la double liaison à laquelle ils sont reliés, un groupe aryle C6 à C12 ou un groupe cycloalkyle C5 à C12 monoinsaturé ou polyinsaturé, ou bien à partir de leur mélange avec des dérivés de 2,5- dihydrofurane substitués en position 3 ou 4 et dotés d'un groupe alcoxy C1 à C6en position 2 ou 5, par oxydation électrochimique en présence d'un alcool monoalkyle C1 à C6.

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