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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1372449Generated: October 30, 2026

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

https://huagongshe.com/reaction/1372449

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 resultant light-brown precipitate was filtered by suction, washed with cold water and then dried by vacuum. The crude product was recrystallized using 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 numberUS07157432B2
Source datasetuspto-grants-2007_01
ORD IDord-a93427b1a4124ba08f3f8329c749c6dc
Source noteuspto-grants-2007_01