HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → 2-Pyrrolidinone, 1-benzoyl-5-(pentyloxy)-, (+-)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | 5-Pentyloxy-pyrrolidin-2-one | HCID 15696558 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 2-Pyrrolidinone, 1-benzoyl-5-(pentyloxy)-, (+-)- | HCID 3077943 | 62.3% |
Reaction Steps
15.56 cm3 of a 1.5M solution of n-butyllithium in hexane is added at -60° 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 -60° C. and then under these conditions a solution of 3.28 g of benzoyl chloride in 20 cm3 of tetrahydrofuran is added. After allowing the temperature to return to ambient, the solvent is evaporated under reduced pressure. The residue is chromatographed on silica (eluent: ethyl acetate-n-hexane 1-3) and 4 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-a3a9f3c967d042f4890126d286b13e51 |
| Source note | uspto-grants-1990_08 |