HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Thionyl Chloride → 4-Phenoxybenzene-1-sulfonyl chloride
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Thionyl Chloride | HCID 24386 | — |
| Edukt | 4-phenoxybenzenesulfonic Acid | HCID 11081501 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-Phenoxybenzene-1-sulfonyl chloride | HCID 2794756 | — |
Reaktionsschritte
The sulphonic acid (2a) was dissolved in an excess of thionyl chloride (30 mL), a catalytic amount of DMF (cat) was added, and the resulting mixture was stirred for 6 h at reflux. The solvent was evaporated and the residue dissolved in Et20 (40 mL). The ether solution was washed with 5% aqueous NaOH (3×40 mL) and water (6×40 mL), dried over anhydrous MgSO4, filtered, and concentrated in vacuo. After drying in high vacuum overnight, the pure product was obtained as a white solid. Yield 63%: 2.09 g, 7.44 mmol, (light yellow syrup). 1H-NMR (CDCl3): δ 7.44 (d, 3J=9.1 Hz, 2H, ArH), 7.38 (d, 3J=9.1 Hz, 2H, ArH), 7.19 (t, 1H, ArH), 7.12 (d, 3J=9.1 Hz, 2H, ArH), 6.98 (d, 3J=9.1 Hz, 2H, ArH)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08524194B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-54b763fa48f0470b873aab1b94d435ed |
| Quellennotiz | uspto-grants-2013_09 |