HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triphenylphosphine → Tert-butyl 3-(4-(trifluoromethyl)phenoxy)pyrrolidine-1-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | 4-(Trifluoromethyl)phenol | HCID 67874 | — |
| Edukt | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Edukt | 1-Boc-3-pyrrolidinol | HCID 4416939 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Tert-butyl 3-(4-(trifluoromethyl)phenoxy)pyrrolidine-1-carboxylate | HCID 24902565 | — |
Reaktionsschritte
To a stirred solution of 1-Boc-3-pyrrolidinol (1 g, 5.34 mmol; available from Sigma-Aldrich #706620) and 4-(Trifluoromethyl)phenol (0.86 g, 5.34 mmol) in dry tetrahydrofuran (10 ml), Triphenylphosphine (1.54 g, 5.87 mmol) and diisopropyl azodicarboxylate (1.15 ml, 5.87 mmol) were added. The reaction mixture was stirred at room temperature for 2 days. Solvents were evaporated in vacuo and the residue was loaded on SPE-Si (25 g) cartridge and purified eluting with a mixture petroleum ether/ethylacetate (from 100/0 to 80/20). Collected fractions gave, after evaporation, the title compound (D34) (1.8 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08828987B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-7e2430bfb7b048368c6d1ee40a746ebb |
| Quellennotiz | uspto-grants-2014_09 |