HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → 1-Benzoyl-5-(heptyloxy)pyrrolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | 5-(n-Heptyloxy)-pyrrolidin-2-one | HCID 15696564 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 1-Benzoyl-5-(heptyloxy)pyrrolidin-2-one | HCID 3077955 | — |
Reaction Steps
16.5 cm3 of a 15% solution butyllithium in hexane is added at -60° C. to 4.98 g of 5-n-heptyloxy pyrrolidin-2-one in solution in 100 cm3 of tetrahydrofuran. After 20 minutes of agitation at -60° C., 3.5 g of benzoyl chloride in 25 cm3 of tetra-hydrofuran is added at this temperature. Agitation is carried out for 4 hours, allowing the mixture to return to ambient temperature. After concentration at 40° C., the residue is taken up in water, extracted with ether and concentrated to dryness. The residue is chromatographed on silica (eluent: toluene-ethyl acetate 8-2) and 1.2 g of the product sought is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04948804 |
| Source dataset | uspto-grants-1990_08 |
| ORD ID | ord-d4ff9a4894424e6e9df4a19b83daabed |
| Source note | uspto-grants-1990_08 |