Reaktionsgleichung
[C:1]([C:4]1[C:5](=[O:15])[O:6][C:7]2[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=2[C:9]=1[OH:10])(=[O:3])[CH3:2].[CH3:16][O:17][CH2:18][CH2:19][O:20][C:21]([NH:23][C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH:27]=O)=[O:22].O>C(Cl)(Cl)Cl.N1CCCCC1>[OH:10][C:9]1[C:8]2[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=2[O:6][C:5](=[O:15])[C:4]=1[C:1](=[O:3])[CH:2]=[CH:27][C:26]1[CH:29]=[CH:30][CH:31]=[C:24]([NH:23][C:21]([O:20][CH2:19][CH2:18][O:17][CH3:16])=[O:22])[CH:25]=1Komponenten
Versuchsvorschrift
In 10 ml of chloroform were dissolved 2.04 g of 3-acetyl-4-hydroxy-2H-1-benzopyran-2-one, 2.23 g of 3-[(2-methoxyethoxy)carbonylamino]benzaldehyde and 60 mg of piperidine, and the solution was heated under refluxing for 1 hour and 30 minutes while water was removed with a Soxhlet's extractor filled with a molecular sieve. After cooled to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and fractions corresponding to Rf=0.3 were collected by thin layer chromatography (silica gel, hexane/acetone (1:1)), and concentrated to obtain 3.42 g of 4-hydroxy-3-[3-[3-[(2-methoxyethoxy)carbonylamino]phenyl]-1-oxo-2-propenyl]-2H-1-benzopyran-2-one [Compound No. (24d)].
Aufarbeitung
- temperaturethe solution was heated
- customwas removed with a Soxhlet's extractor
- additionfilled with a molecular sieve
- concentrationthe reaction mixture was concentrated under reduced pressure
- customwere collected by thin layer chromatography (silica gel, hexane/acetone (1:1))
- concentrationconcentrated
Quellen und Nachweise
- ORD-Eintrag
- ord-33b703aa691c4f0f91ea8706d49fd7d7
- Quelldatensatz
- uspto-grants-2010_04
- Patentnummer
- US07691883B2
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