Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | 2-Pyrrolidone | HCID 12025 | — |
| Reactant | HCID 54568464 | HCID 54568464 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 19811009 | HCID 19811009 | — |
Reaction Steps
8 cm3 of a 1.5M solution of n-butyllithium in n-hexane is poured into a solution comprising 1.02 g, or 0.9 cm3 of 2-pyrrolidinone in 50 cm3 of tetrahydrofuran, cooled to -70° C. without the temperature exceeding -60° C. After 15 minutes, 3 g of benzenesulphonyl-4-cyclopentyl chloride in solution in 12 cm3 of tetrahydrofuran is added, maintaining the temperature between -65° and -70° C. After allowing to return to ambient temperature over 2 hours and evaporating to dryness, the residue is chromatographed on silica (eluent: ethyl acetate-n-hexane 1-3) and 2.6 g of expected product is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04990531 |
|---|
| Source dataset | uspto-grants-1991_02 |
|---|
| ORD ID | ord-90c0b444959f48ac85a95ab34405d1d2 |
|---|
| Source note | uspto-grants-1991_02 |
|---|
