HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dichloromethane → HCID 178491126, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Borohydride | HCID 28123 | — |
| Edukt | 4-Methoxybenzaldehyde | HCID 31244 | — |
| Edukt | HCID 178511782 | HCID 178511782 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | HCID 178491126 | HCID 178491126 | 76,2% |
Reaktionsschritte
2-{(1R)-1-Amino-2-[indol-3-yl]ethyl}-4-phenyl-1H-imidazole (36.3 mg, 0.12 mmol) and p-anisaldehyde (12 μL, 0.1 mmol) in 1 mL of methanol were shaken for about 2 hours at about 22° C. Borohydride resin (76 mg, 2.5 mmol/g, AMBERLITE® IRA-400) was then added and the slury was stirred overnight before addition of dichloromethane (1 mL) and aldehyde Wang resin (31 mg, 3.22 mmol/g, Novabiochem). After about 8 hours of stirring, the slurry was then filtered and evaporated in vacuo to give a yellow solid (32.2 mg, 76%). 1H-NMR (CDCl3, 100 MHz) δ: 8.86 (br s, 1H); 7.73-6.68 (m, 15H); 4.62 (s, 1H); 4.33 (dd, J=4.7 and 8.5 Hz, 1H); 3.81 (s, 2H); 3.74 (s, 3H); 3.27 (ABX system, 2H) 2.26 (s, 1H). LC/MS: m/z=423 (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07238695B2 |
| Quelldatensatz | uspto-grants-2007_07 |
| ORD ID | ord-284f54c2d0854bd989312f83a27e96cd |
| Quellennotiz | uspto-grants-2007_07 |