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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1461242Generated: November 4, 2026

Formaldehyde → 3-hydroxy-2-(hydroxymethyl)-6-methyl-4H-pyran-4-one

https://huagongshe.com/reaction/1461242

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSulfuric AcidHCID 1118—
ReactantSodium HydroxideHCID 14798—
Reactant4H-Pyran-4-one, 5-hydroxy-2-methyl-HCID 69521—
SolventWaterHCID 962—
Product3-hydroxy-2-(hydroxymethyl)-6-methyl-4H-pyran-4-oneHCID 10511097—

Reaction Steps

5-Hydroxy-2-methyl-4-pyrone, 6 g, was suspended in 25 ml of water and a pH of the suspension was adjusted to 10.5 with 50% sodium hydroxide. After 5 ml of 35% formalin was added to the suspension, the mixture was stirred at room temperature for 3 hours. After completion of the reaction, the reaction mixture was cooled to 5° C. and its pH was adjusted to 2.0 with 50% sulfuric acid. Then, the reaction solution was concentrated to about half and the resulting crystals were taken out by filtration and washed with a small quantity of chilled water to give 5.9 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05075299
Source datasetuspto-grants-1991_12
ORD IDord-a9cfc5c9fa46458ea23c770499bea5ae
Source noteuspto-grants-1991_12