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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233233Generated: October 30, 2026

4-Aminophenol → Benzamide, N-(4-hydroxyphenyl)-

https://huagongshe.com/reaction/2233233

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-AminophenolHCID 403—
ReactantWaterHCID 962—
ReactantBenzoyl chlorideHCID 7412—
ReactantTriethylamineHCID 8471—
SolventTetrahydrofuranHCID 8028—
ProductBenzamide, N-(4-hydroxyphenyl)-HCID 45932772%

Reaction Steps

A solution of benzoyl chloride (2.30 ml, 20.0 mmol) in tetrahydrofuran (25 ml) was added dropwise to a solution of 4-aminophenol (2.18 g, 20.0 mmol) and triethylamine (10 ml) in tetrahydrofuran (75 ml) at ambient temperature and the reaction allowed to stir for a further 18 hours. The reaction was poured into water and the solid material which formed was collected by suction filtration. Recrystallisation from ethyl acetate/isohexane (1:1), followed by solvent evaporation in vacuo, yielded N-benzoyl 4-hydroxyaniline (3.05 g, 72% yield) as a white solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709479B1
Source datasetuspto-grants-2010_05
ORD IDord-811cc5c5a00646488df24616dd474c3e
Source noteuspto-grants-2010_05