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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 848675Generated: October 29, 2026

Ethylene Oxide → (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxane-3,4,5-triol

https://huagongshe.com/reaction/848675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene OxideHCID 6354—
ReactantDiethylene Glycol Monobutyl EtherHCID 8177—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 131712514HCID 131712514—
Product(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxane-3,4,5-triolHCID 5280656—

Reaction Steps

After having added 2.4 parts of sodium hydroxide, 468.5 parts of the rosin-phenol-glycerol ester described under (a) are oxalkylated in a pressure vessel, with stirring and feeding in of 616 parts of ethylene oxide at 140° to 150° C., while maintaining a pressure of from 2.5 to 3.5 bars. After the total amount of ethylene oxide has been introduced under pressure, stirring is continued for 1 hour at 140° to 150° C. The resulting viscous rosin-glycerol addition product is reddish brown and contains 14 mols of ethylene oxide. The cloud point in a 25% butyl diglycol solution is found at 60° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04297270
Source datasetuspto-grants-1981_10
ORD IDord-b54dc034542a49ec859ce90ea82483b1
Source noteuspto-grants-1981_10