HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Indole-5-carbonitrile → 3-(4-hydroxybutanoyl)-1H-indole-5-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Indole-5-carbonitrile | HCID 27513 | — |
| Edukt | 4-Chlorobutyryl chloride | HCID 78370 | — |
| Edukt | Aluminum(III) Chloride | HCID 6451240 | — |
| Edukt | 3-(4-Hydroxybutyl)-1H-indole-5-carbonitrile | HCID 12150985 | — |
| Produkt | 3-(4-hydroxybutanoyl)-1H-indole-5-carbonitrile | HCID 72710223 | — |
Reaktionsschritte
The present inventors have further surprisingly and unexpectedly found that 3-(4-hydroxybutyl)-1H-indole-5-carbonitrile intermediate can be prepared, in high purity and with high yield, by reacting 5-cyanoindole with 4-chlorobutyryl chloride in the presence of aluminium chloride to produce an intermediate compound, followed by reacting the compound with an aqueous alcohol to produce 3-(4-hydroxybutyryl)-1H-indole-5-carbonitrile, which is then reduced with sodium cyanoborohydride in the presence of hydrochloric acid and water in acetonitrile solvent to produce 3-(4-hydroxybutyl)-1H-indole-5-carbonitrile.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09315456B2 |
| Quelldatensatz | uspto-grants-2016_04 |
| ORD ID | ord-710fbf00b52a4cb6b7e7a7fd84c93967 |
| Quellennotiz | uspto-grants-2016_04 |