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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072747Generated: October 26, 2026

4-Benzylphenol → 2-(4-Benzyloxyphenyl)-1-[3-(4-benzylphenoxy)propyl]-5-methyl-1H-pyrrole

https://huagongshe.com/reaction/1072747

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BenzylphenolHCID 7563—
ReactantTriphenylphosphineHCID 11776—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant3-[2-(4-Benzyloxyphenyl)-5-methyl-1H-pyrrol-1-yl]propan-1-olHCID 22387317—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product2-(4-Benzyloxyphenyl)-1-[3-(4-benzylphenoxy)propyl]-5-methyl-1H-pyrroleHCID 2238758979.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 3-[2-(4-benzyloxyphenyl)-5-methyl-1H-pyrrol-1-yl]propan-1-ol (1.00 g, 3.11 mmol), 4-benzylphenol (572 mg, 3.11 mmol) and triphenylphosphine (1.22 g, 4.67 mmol) in toluene (2 ml) was added 1,1′-(azodicarbonyl)dipiperidine (1.18 g, 4.67 mmol) and the mixture was stirred at 80° C. for 12 hours. The reaction solution was poured into water and the mixture was extracted with ethyl acetate. The extract was dried over magnesium sulfate anhydride and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=30:1) to give the object compound as an oily substance. 1.21 g (yield: 79.6%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06911468B2
Source datasetuspto-grants-2005_06
ORD IDord-5a525e1ae344464b819331b1ab52c859
Source noteuspto-grants-2005_06