HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Hydroxide → 6-Benzyloxy-2-dimethylaminobenzo[b]thiophen-3-yl 3-Methoxy-4-[(1-pyrrolidinyl)methyl]phenyl Ketone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | 6-Benzyloxy-2-dimethylaminobenzo[b]thiophene | HCID 10612994 | — |
| Edukt | 3-Methoxy-4-[(1-pyrrolidinyl)methyl]benzoyl chloride | HCID 21706353 | — |
| Lösungsmittel | Chlorobenzene | HCID 7964 | — |
| Lösungsmittel | Sodium chloride; water | HCID 57417360 | — |
| Produkt | 6-Benzyloxy-2-dimethylaminobenzo[b]thiophen-3-yl 3-Methoxy-4-[(1-pyrrolidinyl)methyl]phenyl Ketone | HCID 10673012 | 84% |
Reaktionsschritte
A solution of 6-benzyloxy-2-(dimethylamino)benzo[b]thiophene (2.5 g, 8.8 mmol) and 3-methoxy-4-[(1-pyrrolidinyl)methyl]benzoyl chloride (3.0 g, 1.3 equiv) in chlorobenzene (30 mL) was heated at 135° C. under nitrogen for 2 h. The cooled reaction mixture was diluted with brine (100 mL), neutralized with NaOH solution (5.0 M), and extracted with dichloromethane (100 mL×3). The combined organic layers were dried with sodium sulfate and concentrated under reduced pressure. Chromatography with Et3N:EtOAc (5:95) afforded the product as a brown oil (3.7 g, 84%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06265575B1 |
| Quelldatensatz | uspto-grants-2001_07 |
| ORD ID | ord-5e96b6e0ef1b4c77ae2c29d8b72c03eb |
| Quellennotiz | uspto-grants-2001_07 |