HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triphenylphosphine → (E)-2-(4-benzofuran-2-ylphenyl)ethenesulfonyl chloride
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Sulfuryl chloride | HCID 24648 | — |
| Edukt | (E)-2-(4-benzofuran-2-ylphenyl)ethenesulfonic acid | HCID 86632001 | — |
| Katalysator | Tetrabutylammonium Iodide | HCID 67553 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (E)-2-(4-benzofuran-2-ylphenyl)ethenesulfonyl chloride | HCID 86632000 | 73% |
Reaktionsschritte
Sulfurylchloride (0.21 mL, 2.6 mmol) was added to a solution of triphenylphosphine (0.68 g, 2.5 mmol) in CH2Cl2 (10 mL) at 0° C. The ice-bath was then removed and (E)-2-(4-benzofuran-2-ylphenyl)ethenesulfonic acid (0.38 g, 1.18 mmol) was added and the resulting mixture was stirred for 6 h at RT. A catalytic amount of tetrabutyl ammonium iodide was added and the reaction was stirred for an additional 12 h. The mixture was then filtered and the filtrate was concentrated in vacuo and the product was purified by column chromatography eluting with 20% EtOAc/hexanes to give the product as a yellow solid (0.27 g, 73%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09145380B2 |
| Quelldatensatz | uspto-grants-2015_09 |
| ORD ID | ord-9b3165df355a465ab96e5cdf49e96acc |
| Quellennotiz | uspto-grants-2015_09 |