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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 968439Generated: October 29, 2026

Acetic Anhydride → 1,2,3,4-Tetra-O-acetyl-beta-D-xylopyranose

https://huagongshe.com/reaction/968439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantSodium AcetateHCID 517045—
Reactantaldehydo-D-XyloseHCID 644160—
Product1,2,3,4-Tetra-O-acetyl-beta-D-xylopyranoseHCID 2817255—

Reaction Conditions

Temperature130 °C

Reaction Steps

A 200 mL round bottom flask containing sodium acetate (3.0 g) and acetic anhydride (36 mL) was heated to 130° C. on oil bath. When bubbles started to come out, D-xylose (5.0 g, 33.3 mmol) was added gradually. When bubbles did not come out any more, the flask was put away from the oil bath and cooled to room temperature. The reaction mixture was put in a 500 mL beaker containing ice (150 g), stirred for a while and then allowed to stand for 2 hours. The resulted light-brown precipitate was filtered by suction, washed with cold water and then dried by vacuum. The crude product was recrystallized from hot ethanol. The crystals were filtered by suction, washed with cold ethanol, and dried to give the title compound. White crystals. Yield 5.55 g, 53%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06958389B2
Source datasetuspto-grants-2005_10
ORD IDord-b4e9bce4a72e4805bb1e8f0537deabc5
Source noteuspto-grants-2005_10