Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072741Generated: October 26, 2026

Triphenylphosphine → 2-(4-Benzyloxyphenyl)-5-methyl-1-{2-[4-(4-pentylcyclohexylmethoxy)phenyl]ethyl}-1H-pyrrole

https://huagongshe.com/reaction/1072741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant(4-Pentylcyclohexyl)methanolHCID 13548135—
Reactant4-{2-[2-(4-benzyloxyphenyl)-5-methyl-1H-pyrrol-1-yl]ethyl}phenolHCID 22387567—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product2-(4-Benzyloxyphenyl)-5-methyl-1-{2-[4-(4-pentylcyclohexylmethoxy)phenyl]ethyl}-1H-pyrroleHCID 2238750679.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-{2-[2-(4-benzyloxyphenyl)-5-methyl-1H-pyrrol-1-yl]ethyl}phenol (970 mg, 2.53 mmol), 4-pentylcyclohexylmethanol (699 mg, 3.79 mmol) and triphenylphosphine (994 mg, 3.79 mmol) in toluene (2 ml) was added 1,1′-(azodicarbonyl)dipiperidine (956 mg, 3.79 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 a solid. 1.11 g (yield: 79.9%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06911468B2
Source datasetuspto-grants-2005_06
ORD IDord-b7a3bed08f254fc99a373e75bf74a1df
Source noteuspto-grants-2005_06