HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Iodide → 3-Benzyl-6-[2-(3-chloro-4-methoxy-phenyl)ethyl]-6-cyclopentyl-tetrahydropyran-2,4-dione
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Iodide | HCID 5238 | — |
| Edukt | Benzyl Bromide | HCID 7498 | — |
| Edukt | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Edukt | 6-(3-chloro-4-methoxyphenethyl)-6-cyclopentyl-dihydro-3H-pyran-2,4-dione | HCID 16076109 | — |
| Lösungsmittel | Benzene | HCID 241 | — |
| Produkt | 3-Benzyl-6-[2-(3-chloro-4-methoxy-phenyl)ethyl]-6-cyclopentyl-tetrahydropyran-2,4-dione | HCID 16728850 | 14,6% |
Reaktionsschritte
DBU (28.6 ul, 0.191 mmol) was added to a solution of 6-[2-(3-chloro-4-methoxyphenyl)ethyl]-6-cyclopentyldihydro-2H-pyran-2,4(3H)-dione (60.6 mg, 0.172 mmol) in benzene (2.0 ml), under an atmosphere of argon. Benzyl bromide (20.5 ul, 0.172 mmol) was then added. The reaction mixture was stirred at room temperature for 20 minutes, followed by the addition of 5 crystals of sodium iodide. The reaction mixture was stirred for a further 24 hrs, after which time the mixture was filtered through a plug of Celite. The filtrate was concentrated in vacuo and the residue purified by prep HPLC to afford the title compound as a white solid (11.1 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07148226B2 |
| Quelldatensatz | uspto-grants-2006_12 |
| ORD ID | ord-56c0f0ad29c24aa5998595fde2fa2480 |
| Quellennotiz | uspto-grants-2006_12 |