HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Anisoyl chloride → 2-Pyrrolidinone, 1-(4-methoxybenzoyl)-5-(pentyloxy)-, (+-)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Anisoyl chloride | HCID 7477 | — |
| Reactant | 5-Pentyloxy-pyrrolidin-2-one | HCID 15696558 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 2-Pyrrolidinone, 1-(4-methoxybenzoyl)-5-(pentyloxy)-, (+-)- | HCID 3077945 | 71.6% |
Reaction Steps
15.57 cm3 of a 1.5M solution of n-butyllithium in n-hexane is added at -70° C. to a solution of 4 g of 5-(1-pentyloxy) pyrrolidin-2-one in 80 cm3 of tetrahydrofuran. Agitation is carried out for 15 minutes at -70° C. then while maintaining this temperature, a solution of 3.98 g of para-anisoyl chloride at 58% in toluene is added. After allowing to return to ambient tempera-ture and evaporating under reduced pressure, the residue is chromatographed on silica (eluent: n-hexane-ethyl acetate 2-1). 5.1 g of sought product is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04948804 |
| Source dataset | uspto-grants-1990_08 |
| ORD ID | ord-605c5aafa731402cb6fb8735426a3bf8 |
| Source note | uspto-grants-1990_08 |