HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzoyl Peroxide → N-[(7-bromo-9,9a-dihydro-3-oxo-1H,3H-oxazolo[3,4-a]indol-1-yl)methyl]acetamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzoyl Peroxide | HCID 7187 | — |
| Edukt | N-bromobutanimide | HCID 67184 | — |
| Edukt | N-[(9,9a-Dihydro-3-oxo-1H,3H-oxazolo[3,4-a]indol-1-yl)methyl]acetamide | HCID 19795217 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | N-[(7-bromo-9,9a-dihydro-3-oxo-1H,3H-oxazolo[3,4-a]indol-1-yl)methyl]acetamide | HCID 19795216 | — |
Reaktionsschritte
(±) (1S,9aS/1R,9aR) N-[(9,9a-Dihydro-3-oxo-1H,3H-oxazolo[3,4-a]indol-1-yl)methyl]acetamide (X, diastereomer B, [SS,RR-trans], EXAMPLE 11, 299 mg) is dissolved in acetonitrile (10 ml). To this mixture N-bromosuccinimide (235 mg) and a catalytic amount of benzoylperoxide are added as solids to the mixture at 20°-25°. The mixture is stirred at 20°-25° in a sealed flask over night. Then a small portion is removed and examined by NMR. The mixture was then concentrated under reduced pressure to give the title compound, NMR (CDCl3, 300 MHz) 7.30, 6.49, 4.63, 4.52, 3.72, 3.29, 3.12, 2.76 and 2.06 δ.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05247090 |
| Quelldatensatz | uspto-grants-1993_09 |
| ORD ID | ord-1f6e982b827e468188c3fc64dfc63777 |
| Quellennotiz | uspto-grants-1993_09 |