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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1279418Generated: October 31, 2026

Sulfamic Acid → 3-(benzyloxy)-6-methyl-4-oxo-4H-pyran-2-carboxylic acid

https://huagongshe.com/reaction/1279418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfamic AcidHCID 5987—
Reactant2-Formyl-3-benzyloxy-6-methyl-pyran-4(1H)-oneHCID 12011187—
ReactantSodium ChloriteHCID 23668197—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
Product3-(benzyloxy)-6-methyl-4-oxo-4H-pyran-2-carboxylic acidHCID 9856497—

Reaction Steps

2-Formyl-3-benzyloxy-6-methyl-pyran-4(1H)-one (3.67 g, 15.03 mmol, 1 eq) was dissolved in acetone (50 ml) and the solution diluted with water (50 ml). To the reaction mixture was added sulfamic acid (2.04 g, 21.04 mmol, 1.4 eq) and 80% sodium chlorite (1.78 g, 15.8 mmol, 1.05 eq) and allowed to stir for 1 hour at room temperature in an open vessel. Removal of acetone in vacuo yielded crude product as a precipitate in the remaining aqueous solution. The solid was collected, washed with absolute ethanol and dried (3.32 g, 85%). m.p. 173-175° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06448273B1
Source datasetuspto-grants-2002_09
ORD IDord-afd77f03c690489da09785c508822764
Source noteuspto-grants-2002_09