Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Pyrrolidone | HCID 12025 | — |
| Reactant | 4-t-Butylbenzenesulfonyl chloride | HCID 139882 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 19811007 | HCID 19811007 | 50.5% |
Reaction Steps
1.65 g of 2-pyrrolidinone in solution in 75 cm3 of tetrahydrofuran is cooled to -5° C., and 12.1 cm3 of a 1.6M solution of n-butyllithium in hexane is added, maintaining the temperature between -5° C. and 0° C. Agitation is carried out for 25 minutes at -5° C.; the mixture is cooled to -20° C. and 4.5 g of 4-tert-butyl-phenylsulphonyl chloride is added [Recueil Trav. Chim. Pays-Bas, 53, 1101 (1934)]. After allowing to return to ambient temperature, the tetrahydrofuran is evaporated off under reduced pressure, the residue is taken up with water, filtered and crystallized from ethanol. 2.75 g of expected product is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05081130 |
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| Source dataset | uspto-grants-1992_01 |
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| ORD ID | ord-6c0f27f50e40407c978af8a685ad072f |
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| Source note | uspto-grants-1992_01 |
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