Reaktionsgleichung
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=2[C:11]([OH:13])=[O:12])=[CH:5][CH:4]=1.S(=O)(=O)(O)O.[CH3:23]O>>[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=2[C:11]([O:13][CH3:23])=[O:12])=[CH:5][CH:4]=1Komponenten
Versuchsvorschrift
4.0 g (17.5 mmol) of 2-(4'-hydroxymethylphenyl)benzoic acid was dissolved in methanol (50 ml). Sulfuric acid (1 ml) was added thereto, followed by heating under reflux for 8 hours. After conducting vacuum concentration, water was added thereto, followed by the extraction with chloroform. After the organic phase was washed with water and dried, it was subjected to vacuum concentration. The residue was purified by silica gel column chromatography (a n-hexane/ethyl acetate system) to give 3.8 g of the title compound as an oil (yield 89%). 1H-NMR(400 MHz, CDCl3); δ(ppm) 1.60(1H, br-s), 3.64(3H, s), 4.72(2H, s), 7.29(2H, d, J=8.0 Hz), 7.33(1H, dd, J=7.7, 1.4 Hz), 7.38(1H, td, J=7.7, 1.4 Hz), 7.39(2H, d, J=8.0 Hz), 7.51(1H, td, J=7.7, 1.4 Hz), 7.81(1H, dd, J=7.7, 1.4 Hz)
Aufarbeitung
- temperatureby heating
- temperatureunder reflux for 8 hours
- concentrationvacuum concentration, water
- additionwas added
- extractionfollowed by the extraction with chloroform
- washAfter the organic phase was washed with water
- customdried
- concentrationit was subjected to vacuum concentration
- customThe residue was purified by silica gel column chromatography (a n-hexane/ethyl acetate system)
Quellen und Nachweise
- ORD-Eintrag
- ord-3ad6a8185cb847fba8d7bbd7f251c9d7
- Quelldatensatz
- uspto-grants-1996_09
- Patentnummer
- US05554757
Verknüpfte Notizen
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