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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2425017Generated: October 28, 2026

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

https://huagongshe.com/reaction/2425017

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 numberUS07964628B2
Source datasetuspto-grants-2011_06
ORD IDord-b5c8308542944902a7c838c91912253e
Source noteuspto-grants-2011_06