HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ammonium Acetate → {1-[4-Amino-1-(4-methoxy-phenyl)-cyclohexyl]-propyl}carbamic acid benzyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ammonium Acetate | HCID 517165 | — |
| Edukt | Sodium cyanoborohydride | HCID 5003444 | — |
| Edukt | {1-[1-(4-Methoxy-phenyl)-4-oxo-cyclohexyl]-propyl}-carbamic acid benzyl ester | HCID 58380957 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | {1-[4-Amino-1-(4-methoxy-phenyl)-cyclohexyl]-propyl}carbamic acid benzyl ester | HCID 58380970 | 74,2% |
Reaktionsschritte
200 mg (0.51 mmol) of the ketone (97) were dissolved in 1.5 mL of absolute methanol, then 390 mg (5.06 mmol) of ammonium acetate and 31.8 mg (0.51 mmol) of sodium cyanoborohydride were added, and the mixture was stirred at room temperature for 2 h. The reaction mixture was evaporated, the residue dissolved in 50 mL of 1N aqueous sodium hydroxide and extracted twice with 100 mL of dichloromethane. The combined organic layer was dried over magnesium sulphate, filtered, and evaporated to give 150 mg of the title compound 98 in a purity sufficient to be used directly in the next step. Rt=1.18 min (Method 19). Detected mass: 397.3 (M+H+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08541449B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-5ea78663d3ae494da452edd7ff86087b |
| Quellennotiz | uspto-grants-2013_09 |