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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1982853Generated: October 31, 2026

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

https://huagongshe.com/reaction/1982853

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-(methoxymethyloxy)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. After cooling to room temperature, to the reaction mixture was added triethylamine (0.5 mL), 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 numberUS07541341B2
Source datasetuspto-grants-2009_06
ORD IDord-ca0e9f45270846bc84ad26ae212bd657
Source noteuspto-grants-2009_06