HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Chloride → HCID 19935430, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Chloride | HCID 312 | — |
| Edukt | Thiophenol | HCID 7969 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 1-Bromo-3-chloro-2-methylpropane | HCID 95566 | — |
| Edukt | Potassium cyanide 18-crown-6 | HCID 11056577 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | HCID 19935430 | HCID 19935430 | — |
Reaktionsschritte
Thiophenol was alkylated with 1-bromo-3-chloro-2-methylpropane in the presence of potassium carbonate (K2CO3) in acetone. The resulting primary chloride was lengthened by one carbon atom using KCN/18-crown-6 in acetonitrile. Basic hydrolysis, ring closure with polyphosphoric acid in analogy to Example 17(C) and Wolf-Kishner reduction according to Example 17(D) finally gave the required 2,3,4,5-tetrahydro-3-methyl-1-benzothiepine as a colorless oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05420273 |
| Quelldatensatz | uspto-grants-1995_05 |
| ORD ID | ord-ad0cc296182b433e88e7260edfb497f1 |
| Quellennotiz | uspto-grants-1995_05 |