Process for the production of mixtures of...

C - Chemistry – Metallurgy – 07 – D

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C07D 307/20 (2006.01) C07C 45/59 (2006.01) C07C 47/19 (2006.01) C07D 307/28 (2006.01)

Patent

CA 2099115

Disclosed is a process for the production of an equilibrium mixture of 2-hydroxytetrahydrofuran and 4-hydroxybutanal by a two-step process comprising (1) heating 2,5-dihydrofuran in the presence of a catalyst system comprising a phosphine, ruthenium or rhodium to convert the 2,5-dihydrofuran to 2,3-dihydrofuran; and (2) contacting 2,3-dihydrofuran with water in the presence of an acidic catalyst to convert the 2,3-dihydrofuran to a mixture of 2-hydroxytetrahydrofuran and 4-hydroxybutanal. Also disclosed is a process for the continuous production of an aqueous solution of 2-hydroxytetrahydrofuran and 4-hydroxybutanal. The mixture of 2-hydroxytetrahydrofuran and 4-hydroxybutanal may be catalytically hydrogenated to produce 1,4-butanediol.

Méthode pour la production d'un mélange en équilibre de 2-hydroxytétrahydrofurane et de 4-hydroxybutanal par un procédé à deux étapes consistant à : 1) chauffer le 2,5-dihydrofurane en présence d'un système catalytique renfermant une phosphine, du ruthénium ou du rhodium, pour convertir le 2,5-dihydrofurane en 2,3-dihydrofurane; 2) mettre en contact le 2,3-dihydrofurane avec l'eau en présence d'un catalyseur acide pour convertir le 2,3-dihydrofurane en un mélange de 2-hydroxytétrahydrofurane et de 4-hydroxybutanal. On présente également un procédé pour la production en continu d'une solution aqueuse de 2-hydroxytétrahydrofurane et de 4-hydroxybutanal. Le mélange de 2-hydroxytétrahydrofurane et de 4-hydroxybutanal peut être hydrogéné en présence d'un catalyseur pour l'obtention de butane-1,4-diol.

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