Regeneration of 2,2`-cyclopropylidene-bis(oxazolines)

Details Regeneration of 2,2`-cyclopropylidene-bis(oxazolines) Regeneration of 2,2`-cyclopropylidene-bis(oxazolines)

C - Chemistry, Metallurgy

07

D

C07D 263/14 (2006.01) C07D 263/60 (2006.01)

Patent

CA 2744982

The present invention provides a method for regeneration of chiral 2,2'- cyclopropylidene-bis(oxazolines), such as (3&R, 3'aR,8aS,8'aS)-2,2'-cyclopropylidenebis-[3a,8a]-dihydro-8H-indeno-[1,2- d]-oxazole and (45,4'5,5R,5'R)-2,2'-cyclopropy- lidenebis-4,5-diphenyldihydro-4,5-oxazole, used as a part of complex catalysts for e.g. stereoselective addition reactions, from the reaction mixtures, by selective sorption of 2,2'-cyclopropylidene- bis(oxazolines) on a sorbent, such as silica gel, isolation of the sorbent from reaction mixture, desorption of 2,2'-cyclopropylidene- bis(oxazolines) from the sorbent with suitable organic solvent and final recovery of 2,2'-cyclopropylidene-bis(oxazolines) from the organic solvent used for desorption process. Catalytic quality of recovered compounds does not differ from those in freshly prepared catalysts.

La présente invention concerne un procédé de régénération de 2,2'-cyclopropylidène-bis(oxazolines) chirales, comme le (3&R, 3'aR,8aS,8'aS )-2,2'-cyclopropylidènebis-[3a,8a]-dihydro-8H-indéno-[l,2-d]-oxazole et le (45,4'5,5R,5'R )-2,2'-cyclopropylidènebis-4,5-diphényldihydro-4,5-oxazole, utilisées en tant que partie de catalyseurs complexes, par exemple pour des réactions d'addition stéréosélective, dans les mélanges réactionnels, par sorption sélective des 2,2'-cyclopropylidène-bis(oxazolines) sur un sorbant, comme un gel de silice, isolement du sorbant du mélange réactionnel, désorption des 2,2'-cyclopropylidène-bis(oxazolines) du sorbant avec un solvant organique approprié et récupération finale des 2,2'-cyclopropylidène-bis(oxazolines) dans le solvant organique utilisé pour le processus de désorption. La qualité catalytique des composés récupérés ne diffère pas de celle de catalyseurs préparés extemporanément.

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