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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613046Generated: October 26, 2026

Acetic Acid → 4-Hydroxy-6-phenyl-3-[(phenylmethyl)amino]-2H-pyran-2-one

https://huagongshe.com/reaction/613046

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantBenzaldehydeHCID 240—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant3-amino-4-hydroxy-6-phenyl-2H-pyran-2-one hydrochlorideHCID 54681289—
SolventDimethylformamideHCID 6228—
Product4-Hydroxy-6-phenyl-3-[(phenylmethyl)amino]-2H-pyran-2-oneHCID 54681242—

Reaction Steps

The title compound was prepared by method D using 3 -amino-4 -hydroxy-6-phenyl-2H-pyran-2 -one hydrochloride (0.500 g, 2.08 mmol), 1% acetic acid in dimethylformamide (20 mL), benzaldehyde (0.233 mL, 2.29 mmol), sodium cyanoborohydride (0.144 g, 2.29 mmol). m.p. dec. 205° C., 1H NMR (250 MHZ, DMSO-d6) δ4.37 (s, 2 H), 6.56 (s, 1 H), 7.27 (m, 5 H), 7.45 (m, 3 H), 7.67 (m, 2 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06005103
Source datasetuspto-grants-1999_12
ORD IDord-3e3200092d854ecaa95dcfc5772ea022
Source noteuspto-grants-1999_12