Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Pyrrolidone | HCID 12025 | — |
| Reactant | n-Butyl lithium | HCID 61028 | — |
| Reactant | 3-Methoxybenzenesulfonyl chloride | HCID 2737504 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 19811001 | HCID 19811001 | 52.6% |
Reaction Steps
15.75 cm3 of a 1.6M solution of N-butyllithium in hexane is added to 2.22 g of 2-pyrrolidinone in solution in 80 cm3 of tetrahydrofuran and cooled to -25° C., the temperature being maintained between -25° C. and -20° C. After agitation for 30 minutes at -25° C., a solution of 5.40 g of 3-methoxybenzenesulphonyl chloride [J. Chem. Soc. P.T.2., 579 (1982)] in 40 cm3 of tetrahydrofuran is poured drop by drop into the mixture, operating between -25° C. and -20° C. After agitation for 30 minutes at -25° C., the whole is allowed to return to ambient temperature. The solvent is evaporated under reduced pressure; the residue is taken up in water, filtered and crystallized from isopropanol. 3.5 g of expected product is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05164514 |
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| Source dataset | uspto-grants-1992_11 |
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| ORD ID | ord-56a1815db7064dbe8fb35830a86fa582 |
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| Source note | uspto-grants-1992_11 |
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