HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cyclopropanecarboxaldehyde → (S,E)-N-(cyclopropylmethylene)-2-methylpropane-2-sulfinamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cyclopropanecarboxaldehyde | HCID 123114 | — |
| Edukt | tert-Butylsulfinamide, (S)-(-)- | HCID 11355477 | — |
| Katalysator | Copper Sulfate | HCID 24462 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (S,E)-N-(cyclopropylmethylene)-2-methylpropane-2-sulfinamide | HCID 67007580 | 95% |
Reaktionsschritte
The title compound was prepared according to a general procedure described by G. Liu, D. A. Cogan, T. D. Owens, T. P. Tang, and J. A. Ellman J. Org. Chem. 1999, 64, 1278: A mixture of cyclopropanecarboxaldehyde (35.0 g, 0.5 mol), (S)-(−)-2-methyl-2-propanesulfinamide (30 g, 0.25 mol) and anhydrous CuSO4 (120 g, 0.75 mol) in CH2Cl2 (1500 mL) was stirred at room temperature overnight. The reaction mixture was filtered and evaporated to give the title compound (39 g, yield 95%), which was used in the next step without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08207347B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-33e946aeab894b1388f17fba0ad828fe |
| Quellennotiz | uspto-grants-2012_06 |