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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 129109Generated: October 30, 2026

Benzyl Alcohol → HCID 7918796, compound

https://huagongshe.com/reaction/129109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantAcetyl chlorideHCID 6367—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
ProductHCID 7918796HCID 7918796—

Reaction Conditions

Temperature80 °C

Reaction Steps

Acetyl chloride, 80 mL, was added carefully to 1.75 L benzyl alcohol. This was followed by the addition of 180 g glucose. The mixture was heated, with stirring, at 80° C. overnight; then cooled, and poured into a plastic bucket. The product was precipitated as an oil by the addition of ether (3 L) and hexane (15 L). The supernatant liquid was decanted, and the residual oil washed with ether-hexane 1:1 (10 L), then ether. This afforded benzyl-alpha-D-glucopyranoside as a semisolid which was filtered, crushed, and washed with ether, then hexane to afford 237.3 g (0.88 mole; 88%) white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05466809
Source datasetuspto-grants-1995_11
ORD IDord-52ebce87a23d4269b4d59936a1f53b20
Source noteuspto-grants-1995_11