HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,4-Dibromobutane → 4-(4-Bromobutyl)-1-(1,3-dithian-2-yl)ethylbenzene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,4-Dibromobutane | HCID 8056 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | 4-Bromo-1-(1,3-dithian-2-yl)ethylbenzene | HCID 21960112 | — |
| Edukt | CID 53628100 | HCID 178418400 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-(4-Bromobutyl)-1-(1,3-dithian-2-yl)ethylbenzene | HCID 21960129 | — |
Reaktionsschritte
A solution of 4-bromo-1-(1,3-dithian-2-yl)ethylbenzene (27.2 g, 94 mmol) in tetrahydrofuran (200 ml) was charged with sec-butyllithium (99 ml, 1.3M in cyclohexane, 0.13 mole) dropwise at -78° C. under nitrogen. The mixture was stirred at ambient temperature for 1.5 hours, and then quenched with 1,4-dibromobutane (42 g, 0.2 mole). After being stirred for 3 hours, the mixture was poured into ethyl acetate, and then washed with water and brine. The organic solution was then dried (Na2SO4) and concentrated to an oil. The crude product was purified by flash chromatography over a silica gel column. The 4-(4-bromobutyl)-1-(1,3-dithian-2-yl)-ethylbenzene thus purified was a light oil, 22.3 g.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05591745 |
| Quelldatensatz | uspto-grants-1997_01 |
| ORD ID | ord-02652182e58d43d2b42ef829bc3f9bc0 |
| Quellennotiz | uspto-grants-1997_01 |