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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2357036Generated: November 2, 2026

Acetic Anhydride → N-(5-Acetyl-2-hydroxyphenyl)ethanimidic acid

https://huagongshe.com/reaction/2357036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant4-Hydroxy-3-NitroacetophenoneHCID 138723—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductN-(5-Acetyl-2-hydroxyphenyl)ethanimidic acidHCID 283886—

Reaction Steps

A solution of 1-(4-hydroxy-3-nitro-phenyl)-ethanone (10 g) in methanol, DMF (50 ml) and acetic anhydride (10 ml) was hydrogenated using 10% Pd—C (0.45 g) for 2 h at 30 psi. The catalyst was filtered off. The filtrate was concentrated (5 ml) and treated with EtOAc (100 ml) to obtain the title compound, which was filtered, washed with EtOAc (10 ml) and dried. Yield, 9.1 g (85%); mp, >215° C.; MS (EI): 193 (M+), 151, 136, 108.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759387B2
Source datasetuspto-grants-2010_07
ORD IDord-1e4734378a9f4752b5ac1573b115db61
Source noteuspto-grants-2010_07