HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid monohydrate → 2-(4-Benzyloxyphenyl)-5-methyl-1-(4-pentylphenylpropyl)-1H-pyrrole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 1-(4-Benzyloxyphenyl)-1,4-pentanedione | HCID 22387525 | — |
| Reactant | 3-(4-Pentylphenyl)propylamine | HCID 22387594 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-(4-Benzyloxyphenyl)-5-methyl-1-(4-pentylphenylpropyl)-1H-pyrrole | HCID 69731989 | 75% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06911468B2 |
| Source dataset | uspto-grants-2005_06 |
| ORD ID | ord-c144258e8dda474c9e606f86eae67055 |
| Source note | uspto-grants-2005_06 |