HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → (1R*,2R*,5R*)-8-Benzyl-2-[(2-methoxy-5-trifluoromethoxyphenyl)methoxy]-1-phenyl-8-azabicyclo[3.2.1]octane
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 2-Methoxy-5-(trifluoromethoxy)benzyl bromide | HCID 3723772 | — |
| Edukt | (1R*,2R*,5R*)-8-Benzyl-1-phenyl-8-azabicyclo[3.2.1]octan-2-ol | HCID 69688994 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (1R*,2R*,5R*)-8-Benzyl-2-[(2-methoxy-5-trifluoromethoxyphenyl)methoxy]-1-phenyl-8-azabicyclo[3.2.1]octane | HCID 69889714 | — |
Reaktionsschritte
(1R*,2R*,5R*)-8-Benzyl-1-phenyl-8-azabicyclo[3.2.1]octan-2-ol (Description 9; 348 mg, 1.19 mmol) was dissolved in THF then sodium hydride (71 mg, 60% in oil, 1.79 mmol) added and the reaction mixture stirred for 10 minutes. 2-methoxy-5-trifluoromethoxybenzyl bromide was added and the reaction mixture stirred at 50° C. for 2 hours. The reaction mixture was poured into water and extracted with ethyl acetate (×3), dried (MgSO4) and concentrated in vacuo to give a yellow oil. This was purified by flash column chromatography [5%-15% ethyl acetate in iso-hexane] to give the title compound. (205 mg, 35%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06727249B2 |
| Quelldatensatz | uspto-grants-2004_04 |
| ORD ID | ord-9525a5aa9d7b4765814a084206cffb1a |
| Quellennotiz | uspto-grants-2004_04 |