HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dimethyl Sulfoxide → 2-(4-Chlorophenyl)-2-(4-iodophenyl)oxirane
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dimethyl Sulfoxide | HCID 679 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Trimethylsulfonium iodide | HCID 75127 | — |
| Edukt | (4-Chlorophenyl)(4-iodophenyl)methanone | HCID 15184934 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 2-(4-Chlorophenyl)-2-(4-iodophenyl)oxirane | HCID 59317217 | 97,7% |
Reaktionsschritte
Sodium hydride (60% dispersion in oil, 128 mg, 3.2 mmol) was placed under N2 then DMSO (5 mL) was added. Trimethylsulfonium iodide (0.66 g, 3.2 mmol) was added as a solid after 15 minutes, followed after a further 30 minutes by (4-chloro-phenyl)-(4-iodo-phenyl)-methanone (1 g, 2.9 mmol). The mixture was stirred at room temperature for 24 hours then diluted with ethyl acetate and washed with 1:2 water/brine, water and brine (×2). The organic phase was dried (MgSO4), filtered and concentrated to give the title compound (1.01 g, 97%), which was used without further purification. LCMS (PS-A2) Rt 4.07 min [M−H]− 355.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08497294B2 |
| Quelldatensatz | uspto-grants-2013_07 |
| ORD ID | ord-f6e01f3c25514135b71f326b12f22723 |
| Quellennotiz | uspto-grants-2013_07 |