HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → 2-(4-Cyclopropyl-phenyl)-8-(3-phenyl-propyl)-2,8-diaza-spiro[4.5]decan-1-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Benzenepropanal | HCID 7707 | — |
| Edukt | Sodium | HCID 5360545 | — |
| Edukt | 2-(4-Cyclopropyl-phenyl)-2,8-diaza-spiro[4.5]decan-1-one | HCID 58287277 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 2-(4-Cyclopropyl-phenyl)-8-(3-phenyl-propyl)-2,8-diaza-spiro[4.5]decan-1-one | HCID 53233866 | 25% |
Reaktionsschritte
A mixture of 20 mg (0.074 mmol) 2-(4-Cyclopropyl-phenyl)-2,8-diaza-spiro[4.5]decan-1-one, 42 uL acetic acid, 44 mg (0.148 mmol) sodium triacetyoxyborohydride and excess 3-phenyl-propionaldehyde in 2 mL THF was stirred for at room temperature over night. Water was added, the mixture was extracted with ethyl acetate and the combined organic layers were evaporated to dryness. The residue was taken up in methanol and subjected to purification by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and NEt3. The product containing fractions were evaporated to yield 7.1 mg (25%) of the title compound. MS m/e: 389.4 [M+H]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08389539B2 |
| Quelldatensatz | uspto-grants-2013_03 |
| ORD ID | ord-10015ebfb1cf410a8d8fbb3494b03f24 |
| Quellennotiz | uspto-grants-2013_03 |