Sodium Hydroxide → 6-(4,6-Dimethoxypyrimidin-2-yl)oxy-3-methyl-benzisoxazol-7-carboxylic Acid
Reaktionsgleichung
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[CH:21]=[CH:20][C:15]3[C:16]([CH3:19])=[N:17][O:18][C:14]=3[C:13]=2[C:22]([O:24]C)=[O:23])[N:4]=1.[OH-].[Na+]>O>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([O:11][C:12]2[CH:21]=[CH:20][C:15]3[C:16]([CH3:19])=[N:17][O:18][C:14]=3[C:13]=2[C:22]([OH:24])=[O:23])[N:6]=1Komponenten
Reaktionsbedingungen
- Temperatur
- 70 °C
Versuchsvorschrift
While heating and stirring 1.0 g of methyl 6-(4,6-dimethoxypyrimidin-2-yl)oxy-3-methylbenzisoxazol-7-carboxylate in 20 ml of N,N-dimethylsulfoxide at 70° C., 1.7 ml of a 2N sodium hydroxide aqueous solution was dropwise added thereto over a period of 10 minutes. Then, the mixture was further heated and stirred at 70° C. for 30 minutes. The mixture was returned to room temperature, then poured into water and extracted with diethyl ether. The aqueous layer was acidified with 10% hydrochloric acid, and precipitated crystals were extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous sodium sulfate. It was then concentrated under reduced pressure, and the crystals thereby obtained were washed with isopropyl ether to obtain 0.7 g (yield: 71%) of the desired compound.
Aufarbeitung
- temperatureWhile heating
- temperatureThen, the mixture was further heated
- customwas returned to room temperature
- extractionextracted with diethyl ether
- customprecipitated crystals
- extractionwere extracted with ethyl acetate
- washThe organic layer was washed with water
- dry with materialdried over anhydrous sodium sulfate
- concentrationIt was then concentrated under reduced pressure
- customthe crystals thereby obtained
- washwere washed with isopropyl ether
Quellen und Nachweise
- ORD-Eintrag
- ord-9131882886ce47d2b7cfe0650bf715a5
- Quelldatensatz
- uspto-grants-1997_04
- Patentnummer
- US05616537
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