HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Toluenesulfonyl chloride → 2-(P-Tolylsulfonyl)-6-oxa-2-azaspiro[2.5]octane
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | (4-Aminooxan-4-yl)methanol | HCID 18316484 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 2-(P-Tolylsulfonyl)-6-oxa-2-azaspiro[2.5]octane | HCID 58432664 | 38,3% |
Reaktionsschritte
A solution of 4-aminotetrahydro-2H-pyran-4-methanol (16 g, 122 mmol) in dichloromethane (700 mL) was treated with triethylamine (85 mL, 610 mmol), p-toluenesulfonyl chloride (69.8 g, 366 mmol) and DMAP (1490 mg, 12.2 mmol) under nitrogen. After approximately 18 hours at room temperature, the reaction was filtered through a pad of silica gel. The filtrate was concentrated in vacuo then purified by chromatography on silica gel (5-20% EtOAc/hexane) to afford intermediate the title compound (12.5 g) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08722727B2 |
| Quelldatensatz | uspto-grants-2014_05 |
| ORD ID | ord-ea84956d101c43f9b291da8d044e5740 |
| Quellennotiz | uspto-grants-2014_05 |