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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2354038Generated: October 31, 2026

Dibenzylamine → Phenol, p-(dibenzylamino)-

https://huagongshe.com/reaction/2354038

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDibenzylamineHCID 7656—
Reactant1,4-CyclohexanedioneHCID 12511—
CatalystHCID 178418390HCID 178418390—
SolventEthanolHCID 702—
ProductPhenol, p-(dibenzylamino)-HCID 8197857.8%

Reaction Steps

1.97 g of dibenzylamine, 1.68 g of 1,4-cyclohexanedione and 40 mg of 10% palladium-carbon were heated with stirring in 40 ml of ethanol at 50° C. to 60° C. and reacted for 8 hours under air bubbling. During the reaction, ethanol was added as needed. After the completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. The resultant was purified by silica gel column chromatography (n-hexane:ethyl acetate=30:1) and further separated by silica gel column chromatography (n-hexane:ethyl acetate=10:1), and 1.67 g of N-(4-hydroxyphenyl)dibenzylamine was obtained (yield 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750156B2
Source datasetuspto-grants-2010_07
ORD IDord-8b3ba28b76d44748b28cddab0b1f661f
Source noteuspto-grants-2010_07