Reaktionsgleichung
Br[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([NH:11][C:12](=[O:15])[CH2:13][CH3:14])[CH2:6][CH2:5]2.O.[CH3:17][N:18]1CCCC1=O>>[C:17]([C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([NH:11][C:12](=[O:15])[CH2:13][CH3:14])[CH2:6][CH2:5]2)#[N:18]Komponenten
Versuchsvorschrift
3.64 g of N-(5-bromoindan-1-yl)propionic acid amide were dissolved in 30 ml of 1-methyl-2-pyrrolidone. 1.8 g of cuprous cyanide were added to this solution followed by heating and refluxing for 2 hours. After returning the reaction solution to room temperature, the reaction solution was poured into water, and stirred for 1 hour. The resulting reaction mixture was filtered with CELITE and the filtrate was extracted with ethyl acetate. The organic layer was washed with water and saturated brine followed by drying with anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the resulting residue was purified by silica gel column chromatography (developing solvent: ethyl acetate/n-hexane=7/3 (volume ratio)) to obtain 1.46 g of the target compound. Yield: 50%
Aufarbeitung
- temperatureby heating
- temperaturerefluxing for 2 hours
- customto room temperature
- customThe resulting reaction mixture
- filtrationwas filtered with CELITE
- extractionthe filtrate was extracted with ethyl acetate
- washThe organic layer was washed with water and saturated brine
- dry with materialby drying with anhydrous magnesium sulfate
- distillationThe solvent was distilled off under reduced pressure
- customthe resulting residue was purified by silica gel column chromatography (developing solvent: ethyl acetate/n-hexane=7/3 (volume ratio))
Quellen und Nachweise
- ORD-Eintrag
- ord-dfb238a018714ae898dbdcacf4cafb21
- Quelldatensatz
- uspto-grants-2012_10
- Patentnummer
- US08288393B2
Verknüpfte Notizen
Wird geladen…