Reaktionsgleichung
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:4]=[CH:5][C:6]([CH2:9]P(=O)(OCC)OCC)=[N:7][CH:8]=1.CC(C)([O-])C.[K+].O=[C:27]1[CH2:31][CH2:30][CH2:29][CH:28]1[NH:32][C:33](=[O:39])[O:34][C:35]([CH3:38])([CH3:37])[CH3:36]>C1COCC1>[F:19][C:2]([F:1])([F:18])[C:3]1[CH:4]=[CH:5][C:6](/[CH:9]=[C:27]2/[CH:28]([NH:32][C:33](=[O:39])[O:34][C:35]([CH3:37])([CH3:36])[CH3:38])[CH2:29][CH2:30][CH2:31]/2)=[N:7][CH:8]=1Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To the suspension of diethyl ((5-(trifluoromethyl)pyridin-2-yl)methyl)phosphonate (2.0 g, 6.71 mmol) in THF (50 ml) at 0° C. was added potassium tert-butoxide (1.5 g, 13.42 mmol) and then stirred at room temperature for 30 minutes. To this was then added a solution of tert-butyl N-(2-oxocyclopentyl)carbamate (CAS number 477585-30-1; 1.62 g, 8.05 mmol) in THF (20 ml) and the resulting reaction was stirred at room temperature for 1 hour and then heated at reflux overnight. The reaction was quenched with water (50 ml) and extracted with ethyl acetate (3×100 ml). The combined organics were washed with brine, dried over sodium sulfate and concentrated in vacuo. The resulting residue was purified by column chromatography (silica, 0-15% ethyl acetate/n-hexane) to afford the title compound.
Aufarbeitung
- customthe resulting reaction
- stirringwas stirred at room temperature for 1 hour
- temperatureheated
- temperatureat reflux overnight
- customThe reaction was quenched with water (50 ml)
- extractionextracted with ethyl acetate (3×100 ml)
- washThe combined organics were washed with brine
- dry with materialdried over sodium sulfate
- concentrationconcentrated in vacuo
- customThe resulting residue was purified by column chromatography (silica, 0-15% ethyl acetate/n-hexane)
Quellen und Nachweise
- ORD-Eintrag
- ord-0960129e8ec84276924b2a52d92131e0
- Quelldatensatz
- uspto-grants-2015_10
- Patentnummer
- US09156829B2
Verknüpfte Notizen
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