HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Chlorobenzenesulfonyl chloride → 1,1-Dimethylethyl (3S)-4-[(4-chlorophenyl)sulfonyl]-3-methyl-1-piperazinecarboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Chlorobenzenesulfonyl chloride | HCID 7398 | — |
| Edukt | (S)-1-Boc-3-methylpiperazine | HCID 7023035 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | 1,1-Dimethylethyl (3S)-4-[(4-chlorophenyl)sulfonyl]-3-methyl-1-piperazinecarboxylate | HCID 58284453 | 129% |
Reaktionsschritte
To a solution of 1,1-dimethylethyl (3S)-3-methyl-1-piperazinecarboxylate (10.0 g, 49.9 mmol, supplier Aldrich) in pyridine (30 ml) was added 4-chlorobenzenesulfonyl chloride (12.7 g, 59.9 mmol) portionwise. The reaction was stirred at room temperature under an argon atmosphere for 2 hours. The reaction was then evaporated, partitioned between 2N aq. HCl (70 ml) and DCM (80 ml). The aqueous was further extracted with DCM (2×80 ml) and the combined DCM layers were passed through a hydrophobic frit and evaporated. The product was dried under vacuum at 40° C. for 18 hours to yield the title compound as an orange solid (24.14 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08530478B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-3690e5acb53048c9a34256f8859085f1 |
| Quellennotiz | uspto-grants-2013_09 |