HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
tert-Butylsulfinamide, (R)-(+)- → (R)-2-methyl-N-((4-(trifluoromethyl)pyridin-3-yl)methylene)propane-2-sulfinamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | tert-Butylsulfinamide, (R)-(+)- | HCID 10964479 | — |
| Edukt | 4-(Trifluoromethyl)pyridine-3-carbaldehyde | HCID 21354724 | — |
| Katalysator | Copper Sulfate | HCID 24462 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (R)-2-methyl-N-((4-(trifluoromethyl)pyridin-3-yl)methylene)propane-2-sulfinamide | HCID 71144309 | — |
Reaktionsschritte
To a the solution of 4-(trifluoromethyl)nicotinaldehyde from above was added DCM (10 mL), (R)-2-methylpropane-2-sulfinamide (1.553 g, 12.81 mmol; See Table 1, footnote 1) (AK Scientific) and copper sulfate (4.09 g, 25.6 mmol) (Aldrich, anhydrous). The suspension was stirred at rt under N2 for 68 h. The suspension was then filtered through Celite® brand filter agent, and the solid was washed with DCM (2×20 mL). The filtrates were concentrated and purified by ISCO (40 g, SiO2, 10-50% EtOAc/hexane) to give (R)-2-methyl-N-((4-(trifluoromethyl)pyridin-3-yl)methylene)propane-2-sulfinamide as a light yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09096527B2 |
| Quelldatensatz | uspto-grants-2015_08 |
| ORD ID | ord-087e696d57264f4c89596413471a6c0c |
| Quellennotiz | uspto-grants-2015_08 |