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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964952Generated: October 29, 2026

Kojic Acid → 5-(4-Chloro-benzyloxy)-2-hydroxymethyl-pyran-4-one

https://huagongshe.com/reaction/1964952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantKojic AcidHCID 3840—
ReactantSodium HydroxideHCID 14798—
Reactant1-(Bromomethyl)-4-chlorobenzeneHCID 69329—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product5-(4-Chloro-benzyloxy)-2-hydroxymethyl-pyran-4-oneHCID 58086834—

Reaction Conditions

Temperature80 °C

Reaction Steps

Kojic acid (637, 5.00 g, 35.2 mmol) and 4-chlorobenzyl bromide (557, 7.95 g, 38.7 mmol) were suspended in methanol (40 mL) in an 80 mL scaled tube. Sodium hydroxide in water (12 M, 2.93 mL) was added. The reaction was heated at 80° C. overnight. The resulting suspension was concentrated. Water was added and the mixture was filtered and washed with water to provide a brown solid. Washing with minimal methanol on the filter removed the brown color. A white solid (638, 7.58 g, 80%) was isolated. 1H-NMR was consistent with the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415469B2
Source datasetuspto-grants-2013_04
ORD IDord-09da717e7667466fa504248398e201c1
Source noteuspto-grants-2013_04