Process for the preparation of 1,4:3,6-dianhydro-d- glucitol...

Details Process for the preparation of 1,4:3,6-dianhydro-d- glucitol... Process for the preparation of 1,4:3,6-dianhydro-d- glucitol...

C - Chemistry, Metallurgy

07

H

260/233.3

C07H 11/02 (2006.01) C07D 493/04 (2006.01)

Patent

CA 1196631

ABSTRACT The present invention provides a process for the preparation of 1,4:3,6-dianhydro-D-glucitol-5- nitrate, in which, in a particular embodiment. a) 1,4:3,6-dianhydro-D-glucitol is acetylated with 0.5 to 1.5 mole equivalents of acetic anhydride in the presence of a catalyst, a mixture of 1,4:3,6-dianhydro-D-glucitol-2-acetate, 1,4:3,6- dianhydro-D-glucitol-5-acetate and 1,4:3,6- dianhydro-D-glucitol-2,5-diacetate being obtained; b) the mixture is nitrated with nitric acid, a mixture of 1,4:3,6-dianhydro-D-glucitol-2-acetate- 5-nitrate and 1,4:3,6-dianhydro-D-glucitol-5- acetate-2-nitrate being obtained, and c) hydrolysis is carried out with an inorganic base to give 1,4:3,6-dianhydro-D-glucitol-5-nitrate; wherein, in step a), the reaction is carried out in the presence of a base and the 1,4:3,6-dianhydro- D-glucitol-2,5-diacetate is substantially removed before further working up.

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