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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072717Generated: November 3, 2026

p-Toluenesulfonic acid monohydrate → 2-(4-Benzyloxyphenyl)-5-methyl-1-(4-pentylphenylpropyl)-1H-pyrrole

https://huagongshe.com/reaction/1072717

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant1-(4-Benzyloxyphenyl)-1,4-pentanedioneHCID 22387525—
Reactant3-(4-Pentylphenyl)propylamineHCID 22387594—
SolventTolueneHCID 1140—
Product2-(4-Benzyloxyphenyl)-5-methyl-1-(4-pentylphenylpropyl)-1H-pyrroleHCID 6973198975%

Reaction Steps

A solution of 3-(4-pentylphenyl)propylamine (1.8 g, 8.8 mmol) and 1-(4-benzyloxyphenyl)-1,4-pentanedione (2.43 g, 8.7 mmol) and p-toluenesulfonic acid monohydrate (200 mg) in toluene (30 ml) was refluxed for 12 hours under heating and the solvent was removed under reduced pressure. The residue was silica gel chromatography (hexane:ethyl acetate=9:1) to give the object compound as an oily substance. 2.99 g, (yield 75%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06911468B2
Source datasetuspto-grants-2005_06
ORD IDord-c144258e8dda474c9e606f86eae67055
Source noteuspto-grants-2005_06