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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4106Generated: October 27, 2026

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

https://huagongshe.com/reaction/4106

Reaction equation

Participants

RoleNameHCIDCharge
ReactantKojic AcidHCID 3840—
ReactantBenzyl BromideHCID 7498—
ReactantSodiumHCID 5360545—
SolventMethanolHCID 887—
Product5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-oneHCID 901598—

Reaction Conditions

Temperature30 °C

Reaction Steps

69 g (3 mmol) of sodium were dissolved in 5 l of methanol. Subsequently 425.3 g (3 mol) of 5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one was added and stirred at 30° C. until a clear solution was obtained. 595 g (3.5 mol) of benzyl bromide was then added and stirred for 1 hour under reflux. The warm, dark colored solution was poured into 15 l of ice water. The product crystallized immediately. The crystals were collected and washed first with 8 l of water and then twice with 2.5 l of ether. The product was left to stand overnight and finally dried at 50° C. for 16 hours. Yield: 646 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04723002
Source datasetuspto-grants-1988_02
ORD IDord-da936a24b5e443619348b1d75c279850
Source noteuspto-grants-1988_02