HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → 1-Benzoyl-5-[(propan-2-yl)oxy]pyrrolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | HCID 15696556 | HCID 15696556 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 1-Benzoyl-5-[(propan-2-yl)oxy]pyrrolidin-2-one | HCID 3077937 | 64.4% |
Reaction Steps
11.7 cm3 of a 1.6M solution of n-butyllithium in hexane is added at -70° C. to a solution of 2.5 g of 5-isopropyloxy pyrrolidin-2-one in 60 cm3 of tetrahydrofuran, while maintaining the temperature between -70° C. and -65° C. Agitation is carried out for 30 minutes under these conditions then a solution of 2.46 g of benzoyl chloride in 8 cm3 of tetrahydrofuran is added, maintaining the temperature between -65° C. and -70° C. The temperature is allowed to return to the ambient over 2 hours. After evaporation to dryness and then chromatography on silica (eluent: ethyl acetate-n-hexane 1-3), 2.78 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-1924892b22674609bdac6f67d72ecd3f |
| Source note | uspto-grants-1990_08 |