Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | 4,5,6,7-Tetrahydro-4-oxothionaphthene | HCID 83418 | — |
| Edukt | HCID 178461836 | HCID 178461836 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Produkt | HCID 86218651 | HCID 86218651 | — |
Reaktionsschritte
6,7-Dihydrobenzo[b]thiophen-4(5H)-one (8.48 g, 56 mmol) was dissolved in anhydrous diethyl ether (200 mL) and the solution was cooled to −30° C. Vinyl magnesium chloride (60 mL, 1.6 M solution in THF, 96 mmol) was added to the ketone portion-wise whilst maintaining the temperature at −30° C. Upon completion of the addition, the reaction was stirred at −30° C. for 30 min and then allowed to warm to 25° C. Stirring was continued overnight and the solution was then treated with saturated ammonium chloride solution. The product was extracted into dichloromethane and this was back extracted with water and saturated brine. The dichloromethane solution was dried (MgSO4), filtered and concentrated in vacuo to afford the title compound as a crude, yellow oil (10.1 g, 100%). This compound was used directly in the next step without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09233982B2 |
|---|
| Quelldatensatz | uspto-grants-2016_01 |
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| ORD ID | ord-066a5744eefb437fae1f1c548993669e |
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| Quellennotiz | uspto-grants-2016_01 |
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