HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzenesulfonyl chloride → t-butyl 4-(1-benzenesulfonyl-1H-indol-4-yl)piperazine-1-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzenesulfonyl chloride | HCID 7369 | — |
| Edukt | tert-Butyl 4-(1H-indol-4-yl)piperazine-1-carboxylate | HCID 22015386 | — |
| Katalysator | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Sodium Hydroxide | HCID 14798 | — |
| Produkt | t-butyl 4-(1-benzenesulfonyl-1H-indol-4-yl)piperazine-1-carboxylate | HCID 22015366 | — |
Reaktionsschritte
A mixture of 165 mg (0.55 mmole) 4-(1H-indol-4-yl)-piperazine-1-carboxylic acid tert-butyl ester, 25 mg tetrabutylammonium hydrogen sulfate and 0.08 mL (0.6 mmole) benzenesulfonyl chloride in 2 mL 4 M sodium hydroxide and 5 mL toluene was stirred at room temperature for 2 hours. The mixture was diluted with 5 mL water and extracted with 25 mL ethyl acetate. The organic phase was washed with 5 mL water, 5 mL saturated sodium chloride, dried (magnesium sulfate) and concentrated. 4-(1-Benzenesulfonyl-1H-indol-4-yl)-piperazine-1-carboxylic acid tert-butyl ester was isolated by recrystallization from ether/hexane, 223 mg, m.p. 143-144° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06790848B2 |
| Quelldatensatz | uspto-grants-2004_09 |
| ORD ID | ord-079b97bf846441cc836cfa9bcbc885ff |
| Quellennotiz | uspto-grants-2004_09 |