HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonyl chloride → 2-Pyrrolidinone, 5-(1-(methylethyl)thio)-1-(phenylsulfonyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | 5-Isopropylthio-pyrrolidin-2-one | HCID 19868700 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 2-Pyrrolidinone, 5-(1-(methylethyl)thio)-1-(phenylsulfonyl)- | HCID 3078172 | 46% |
Reaction Steps
To 2.5 g of 5-isopropylthio-pyrrolidin-2-one in 130 cm3 of tetrahydrofuran, there is added at -70° to -65° C., 10.48 cm3 of a 1.5M solution of butyllithium in hexane. This is maintained for 20 minutes at this temperature, then 2.76 g of benzenesulphonyl chloride is added in 25 cm3 of tetrahydrofuran. After allowing to return to ambient temperature, concentrating under reduced pressure, taking up with water, filtering and drying, 2.15 g of the expected product is obtained. m.p., 91°-93° C., crystallized from ethanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04897414 |
| Source dataset | uspto-grants-1990_01 |
| ORD ID | ord-844731310d2b48dca476d21709d2383b |
| Source note | uspto-grants-1990_01 |