Process for preparing .alpha.-D-cellobiose octaacetate
AssigneeEastman Kodak Company
InventorsJohn A. Hyatt, Tony L. Sander, D. Mark Naylor, Bobby L. Bernard
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Abstract
Provided is a novel improved process for the preparation of .alpha.-D-cellobiose octaacetate via the acetylative degradation of cellulose or cellulose acetate. The title compound is provided in high yield and quality in a facile one-pot process, amenable to large-scale synthesis.
Claims22
A process for preparing .alpha.-D-cellobiose octaacetate which comprises the steps:
- (a) treating cellulose with a mixture of acetic anhydride, acetic acid, and a strong acid, while maintaining the mixture at a temperature of below about 80.degree. C.;
- (b) heating the mixture at about 35.degree. to 65.degree. C. for about 8 to 36 hours;
- and
- (c) adding at least a sufficient amount of a C.sub.1 -C.sub.5 alcohol to quench any remaining unreacted acetic anhydride;
- followed by
- (d) isolation of .alpha.-D-cellobiose octaacetate.
A process for preparing .alpha.-D-cellobiose octaacetate which comprises the steps:
- (a) treating cellulose with a mixture of acetic anhydride, acetic acid, and a strong acid, while maintaining the mixture at a temperature of below about 80.degree. C.;
- (b) adding seed crystals of .alpha.-D-cellobiose octaacetate to said mixture while heating the mixture from about 35.degree. to 65.degree. C. for about 8 to 36 hours;
- (c) cooling the mixture to from about 0.degree. to about 30.degree. C.;
- and
- (d) adding at least a sufficient amount of a C.sub.1 -C.sub.5 alcohol to quench any remaining unreacted acetic anhydride;
- followed by
- (e) isolation of .alpha.-D-cellobiose octaacetate.
A process for preparing .alpha.-D-cellobiose octaacetate which comprises the steps:
- (a) treating cellulose acetate with a mixture of acetic anhydride, acetic acid, and a strong acid, while maintaining the mixture at a temperature of below about 80.degree. C.;
- (b) heating the mixture at about 48.degree. to 52.degree. C. for about 20 to 35 hours;
- and
- (c) cooling to a temperature of about 15.degree. to about 25.degree. C.;
- (d) adding at least a sufficient amount of a C.sub.1 -C.sub.5 alcohol to quench any remaining unreacted acetic anhydride;
- followed by
- (e) isolation of .alpha.-D-cellobiose octaacetate.
A process for preparing .alpha.-D-cellobiose octaacetate which comprises the steps:
- (a) treating cellulose acetate with a mixture of acetic anhydride, acetic acid, and a strong acid, while maintaining the mixture at a temperature of below about 80.degree. C.;
- (b) adding seed crystals of .alpha.-D-cellobiose octaacetate to said mixture while heating the mixture from about 35.degree. to 65.degree. C. for about 8 to 36 hours;
- (c) cooling the mixture to from about 0.degree. to about 30.degree. C.;
- and
- (d) adding at least a sufficient amount of a C.sub.1 -C.sub.5 alcohol to quench any remaining unreacted acetic anhydride;
- followed by
- (e) isolation of .alpha.-D-cellobiose octaacetate.
Dependencies are inferred from the claim text.