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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2184093Generated: October 31, 2026

D-(+)-Cellobiose (CNP0226604.15) → Adipic Acid

https://huagongshe.com/reaction/2184093

Reaction equation

Participants

RoleNameHCIDCharge
ReactantD-(+)-Cellobiose (CNP0226604.15)HCID 10712—
ReactantDimethyladipateHCID 12329—
Reactant2-DimethylaminopyridineHCID 21885—
ReactantAdipoyl chlorideHCID 61034—
Solvent1,4-DioxaneHCID 31275—
ProductAdipic AcidHCID 196—

Reaction Conditions

Temperature50 °C

Reaction Steps

Five grams of resin (Mw of 50,000) synthesized from cellobiose and dimethyl adipate were poured into dioxane and then 3.7 g of dimethylaminopyridine and 3.0 g of adipic acid chloride were added dropwise thereto in a nitrogen atmosphere, followed by stirring for 20 hours at 50° C. A white powder, obtained from the resulting reaction mixture, was subjected to GPC. As a result, the molecular weight of the white powder was two to eight times larger than that of the resin measured before the reaction. The infrared absorption spectroscopy of the white powder revealed that the intensity of an absorption peak due to the C═O bond in the ester bond was higher than that shown in FIG. 8. Therefore, it was understood that esterification occurred in the saccharide portions in the resin of Example 1 and resulted in crosslinks by adipic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06900295B2
Source datasetuspto-grants-2005_05
ORD IDord-f9ee999ff0274b738ca5477d51a63f54
Source noteuspto-grants-2005_05