HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzoyl chloride → 1-Benzoyl-3,4-dihydro-1H-benzo[b]azepin-5(2H)-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzoyl chloride | HCID 7412 | — |
| Edukt | 1,2,3,4-Tetrahydro-benzo(b)azepin-5-one | HCID 294788 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 1-Benzoyl-3,4-dihydro-1H-benzo[b]azepin-5(2H)-one | HCID 23112388 | 56% |
Reaktionsschritte
1,2,3,4-Tetrahydro-benzo[b]azepin-5-one from Example E5.5 (480 mg, 2.98 mmol) was dissolved in a mixture of dichloromethane (30 ml) and triethylamine (1.3 ml). Benzoyl chloride (0.46 g, 3.28 mmol) was added and the reaction mixture was heated for at reflux for 2 h. The mixture was cooled and reduced in vacuo. The residue was dissolved in EtOAc and washed with 1M KHSO4 (aq), water and brine. The organic layer was dried, filtered and reduced in vacuo. The residue was purified by flash chromatography on silica gel (eluant; 50% EtOAc: 50% hexane) to yield the title compound (440 mg, 56%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08202858B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-e009fb4c82ad4e8794c0ab9b295570ea |
| Quellennotiz | uspto-grants-2012_06 |