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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1247757Generated: October 31, 2026

Triethylamine → 2-[4-(2-hydroxyethyl)benzyl]-5-methoxyphenyl beta-D-glucopyranoside

https://huagongshe.com/reaction/1247757

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant5-methoxy-2-(4-[2-(methoxymethyloxy)ethyl]benzyl)phenyl beta-D-glucopyranosideHCID 68870852—
SolventMethanolHCID 887—
Product2-[4-(2-hydroxyethyl)benzyl]-5-methoxyphenyl beta-D-glucopyranosideHCID 6887182247.9%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 5-methoxy-2-{4-[2-(methoxymethyl-oxy)ethyl]benzyl}phenyl β-D-glucopyranoside (0.053 g) in methanol (2.3 mL) was added p-toluenesulfonic acid monohydrate (0.032 g), and the mixture was stirred at 50° C. for 3 hours. The reaction mixture was cooled to ambient temperature, triethylamine (0.5 mL) was added to the reaction mixture, and the solvent was removed under reduced pressure. The residue was purified by preparative thin layer chromatography on silica gel (eluent: dichloromethane/methanol=6/1) to give 2-[4-(2-hydroxyethyl)benzyl]-5-methoxyphenyl β-D-glucopyranoside (0.023 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07129381B2
Source datasetuspto-grants-2006_10
ORD IDord-8f598a0d273844468e07433455cb463b
Source noteuspto-grants-2006_10