Reaktionsgleichung
[OH:1][CH2:2][CH:3]1[O:17][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH2:4]1)[NH:11][C:10](=[O:16])[CH:9]=[CH:8]3.[C:18](OC(=O)C)(=[O:20])[CH3:19]>N1C=CC=CC=1>[C:18]([O:1][CH2:2][CH:3]1[O:17][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH2:4]1)[NH:11][C:10](=[O:16])[CH:9]=[CH:8]3)(=[O:20])[CH3:19]Komponenten
Versuchsvorschrift
To a solution of 2-hydroxymethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one (261 mg) in anhydrous pyridine (7 ml), acetic anhydride (233 mg) was added. The mixture was stirred at room temperature for 1 hour, and further stirred at 50° C. for 1 hour. After completion of the reaction, the solvent was distilled off, and the residue was dissolved in chloroform, and washed with water. After drying, the solvent was distilled off to obtain 305 mg of a crude product. The crude product was purified by silica gel column chromatography (eluent=chloroform:methanol=70:1) to obtain 247 mg of a target product (80.0%). The product was recrystallized from chloroform-n-hexane, and as a result, colorless powdery crystals were obtained (mp. 197°-200° C.).
Aufarbeitung
- stirringfurther stirred at 50° C. for 1 hour
- customAfter completion of the reaction
- distillationthe solvent was distilled off
- dissolutionthe residue was dissolved in chloroform
- washwashed with water
- customAfter drying
- distillationthe solvent was distilled off
- customto obtain 305 mg of a crude product
- customThe crude product was purified by silica gel column chromatography (eluent=chloroform:methanol=70:1)
Quellen und Nachweise
- ORD-Eintrag
- ord-1f4dbe820cff407fa09690a870f26264
- Quelldatensatz
- uspto-grants-1996_11
- Patentnummer
- US05576324
Verknüpfte Notizen
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